Norlycoramine - Compound Card

Norlycoramine

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Norlycoramine

Structure
Zoomed Structure
  • Family: Plantae - Amaryllidaceae
  • Kingdom: Plantae
  • Class: Alkaloid
Canonical Smiles COC1=C2C3=C(CNCCC34CCC(CC4O2)O)C=C1
InChI InChI=1S/C16H21NO3/c1-19-12-3-2-10-9-17-7-6-16-5-4-11(18)8-13(16)20-15(12)14(10)16/h2-3,11,13,17-18H,4-9H2,1H3
InChIKey LBIHNERKYNXGRF-UHFFFAOYSA-N
Formula C16H21NO3
HBA 4
HBD 2
MW 275.35
Rotatable Bonds 1
TPSA 50.72
LogP 1.73
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.62
Exact Mass 275.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Zephyranthes robusta Amaryllidaceae Plantae 1234388
2 Zephyranthes rosea Amaryllidaceae Plantae 146470

Showing of synonyms

  • Shawky E, El Sohafy S.M, et al. (2021). Profiling of acetylcholinesterase inhibitory alkaloids from some Crinum, Habranthus and Zephyranthes species by GC–MS combined with multivariate analyses and in silico studies.. Nat Prod Res, 2021, 35(5), 807-814.. [View] [PubMed]
Pubchem: 102065728
Nmrshiftdb2: 60071540

No compound-protein relationship available.

Structure

SMILES: C1CCCC2Oc(c3C124)cccc3CNCC4

Level: 0

Mol. Weight: 275.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.42
Plasma Protein Binding
7.07
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.73
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.17
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
9.08
Micronucleos
Toxic
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
0.12
Rat (Acute)
2.91
Rat (Chronic Oral)
1.76
Fathead Minnow
4.03
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
346.97
Hydration Free Energy
-9.0
Log(D) at pH=7.4
0.93
Log(P)
0.94
Log S
-0.96
Log(Vapor Pressure)
-6.31
Melting Point
141.79
pKa Acid
11.65
pKa Basic
8.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mitomycin biosynthesis 6-O-methyltransferase Q9X5T6 MMCR_STRLA Streptomyces lavendulae 3 0.9085
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.9028
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8821
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8504
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8162
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8063
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7960
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7811
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7781
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.7720
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7719
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7690
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7665
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7624
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7603
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7573
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7556
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7536
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7535
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7437
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7409
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7399
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7311
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7289
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7286
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7251
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7245
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7224
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7212
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7199
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7118
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7105
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7085
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7073
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7069
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7051
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7032
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7020
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7015

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