Hurghamide G - Compound Card

Hurghamide G

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Hurghamide G

Structure
Zoomed Structure
  • Family: Spongiidae
  • Kingdom: Animalia
  • Class: Amino Acid
    • Subclass: Alanine Methyl Ester
Canonical Smiles CCCCCCCCCC1CC1CCCCCCC(=O)NCC(=C)C(=O)OC
InChI InChI=1S/C24H43NO3/c1-4-5-6-7-8-9-12-15-21-18-22(21)16-13-10-11-14-17-23(26)25-19-20(2)24(27)28-3/h21-22H,2,4-19H2,1,3H3,(H,25,26)
InChIKey YRTIWPJLSNHHNU-UHFFFAOYSA-N
Formula C24H43NO3
HBA 3
HBD 1
MW 393.61
Rotatable Bonds 18
TPSA 55.4
LogP 5.95
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 28
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 393.32
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Hippospongia seposita Spongiidae Animalia 119430

Showing of synonyms

  • Guo Y.W, Trivellone E. (2000). New Hurghamids from a Red Sea Sponge of the Genus Hippospongia. Journal of Asian natural products research, 2000, 2(4), 251-6. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC1

Level: 0

Mol. Weight: 42.08 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.03
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.04
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.35
Plasma Protein Binding
33.01
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.91
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.97
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.82
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-4.26
Rat (Acute)
2.49
Rat (Chronic Oral)
2.46
Fathead Minnow
4.24
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
412.9
Hydration Free Energy
-4.13
Log(D) at pH=7.4
5.63
Log(P)
7.38
Log S
-5.58
Log(Vapor Pressure)
-7.57
Melting Point
61.72
pKa Acid
10.86
pKa Basic
5.37
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9911
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.9652
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9599
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9301
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9200
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8974
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8243
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8139
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8108
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8091
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8038
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7976
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7975
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7958
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7913
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7892
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7884
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7872
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7864
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7862
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7860
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7838
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7836
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7834
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7825
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7822
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7820
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7818
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7791
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7790
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7786
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7783
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7782
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7780
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7770
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7765
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7764
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7762
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7755
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7740
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7735
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7735
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7727
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7722
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7718
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7718
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7716
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7713
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7709
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7700
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7680
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7664
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7663
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7663
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7660
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7657
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7641
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7625
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7622
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7618
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7609
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7609
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7594
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7591
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7591
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7585
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7577
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7574
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7567
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7561
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7550
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7548
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7539
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7538
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7525
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7507
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7505
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7504
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7502
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7502
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7499
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7495
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7485
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7483
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7477
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7473
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7462
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7453
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7449
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7448
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7435
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7418
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7416
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7407
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7400
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7389
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7385
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7367
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7366
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7365
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7363
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7357
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7355
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7352
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 3 0.7347
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7345
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7344
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7343
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7339
Integrin beta-1-binding protein 1 O14713 ITBP1_HUMAN Homo sapiens 3 0.7329
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7325
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7317
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7313
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7279
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7279
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7270
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7246
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7241
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7195
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7193
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7188
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7169
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7146
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 2 0.7145
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 2 0.7124
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7115
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7099
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7059
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7057
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7037
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7015

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