Hurghamide F - Compound Card

Hurghamide F

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Hurghamide F

Structure
Zoomed Structure
  • Family: Animalia - Spongiidae
  • Kingdom: Animalia
  • Class: Amino Acid
    • Subclass: Alanine Methyl Ester
Canonical Smiles CCCCCCCC1CC1CCCCCCC(=O)NCC(=C)C(=O)OC
InChI InChI=1S/C22H39NO3/c1-4-5-6-7-10-13-19-16-20(19)14-11-8-9-12-15-21(24)23-17-18(2)22(25)26-3/h19-20H,2,4-17H2,1,3H3,(H,23,24)
InChIKey VULFEVOQZYXMBB-UHFFFAOYSA-N
Formula C22H39NO3
HBA 3
HBD 1
MW 365.56
Rotatable Bonds 16
TPSA 55.4
LogP 5.17
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 365.29
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]
Pubchem: 21776165

No compound-protein relationship available.

Structure

SMILES: C1CC1

Level: 0

Mol. Weight: 365.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.07
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.3

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.12
Plasma Protein Binding
32.72
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
4.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.89
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.89
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.71
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
2.2
Rat (Acute)
2.45
Rat (Chronic Oral)
2.34
Fathead Minnow
4.14
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
389.22
Hydration Free Energy
-5.01
Log(D) at pH=7.4
5.25
Log(P)
6.4
Log S
-5.31
Log(Vapor Pressure)
-7.01
Melting Point
56.72
pKa Acid
10.7
pKa Basic
5.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9917
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.9347
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.9253
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9230
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8560
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8358
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.8190
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.8130
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8126
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8125
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.8119
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8102
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8079
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.8078
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8048
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.8044
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.8042
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.8017
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7989
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7982
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7975
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7965
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7940
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7925
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7915
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7909
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7909
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7904
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7899
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7897
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7885
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7883
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7880
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7869
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7852
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7851
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7848
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7834
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7831
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7829
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7828
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7824
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7818
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7818
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7808
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7807
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 2 0.7807
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7801
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7800
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7785
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7783
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7782
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7780
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7779
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7778
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7767
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7766
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7766
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7764
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7764
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7764
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7757
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7748
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7746
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7744
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7743
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7743
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7742
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7739
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7735
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7730
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7726
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7718
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7715
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7713
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7709
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7709
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7706
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7694
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7692
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7688
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7676
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7645
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7634
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7613
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7611
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7606
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7604
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7577
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7574
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7562
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7542
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7490
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7486
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7483
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7482
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7473
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7460
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7450
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7424
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7398
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7379
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7378
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7369
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7366
Regulatory protein SdiA P07026 SDIA_ECOLI Escherichia coli 3 0.7354
Integrin beta-1-binding protein 1 O14713 ITBP1_HUMAN Homo sapiens 3 0.7350
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7324
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7321
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7316
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7303
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7288
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7264
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 2 0.7258
Actin, alpha skeletal muscle P68134 ACTS_MOUSE Mus musculus 3 0.7250
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7208
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7176
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7167
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 2 0.7118
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7098
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7080
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7071
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7052
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7044
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7005

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