Coumabiocin D

ID: ALA1097290

Chembl Id: CHEMBL1097290

PubChem CID: 54734320

Max Phase: Preclinical

Molecular Formula: C31H36N2O12

Molecular Weight: 628.63

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Coumabiocin D | Coumabiocin D|CHEMBL1097290|CHEBI:225676|[(3R,4S,5R,6R)-5-hydroxy-6-[4-hydroxy-3-[(3-hydroxy-2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-8-methyl-2-oxochromen-7-yl]oxy-3-methoxy-2,2-dimethyloxan-4-yl] carbamate

Canonical SMILES:  CO[C@@H]1[C@@H](OC(N)=O)[C@@H](O)[C@H](Oc2ccc3c(O)c(NC(=O)c4ccc5c(c4)CC(O)C(C)(C)O5)c(=O)oc3c2C)OC1(C)C

Standard InChI:  InChI=1S/C31H36N2O12/c1-13-17(41-28-22(36)24(43-29(32)39)25(40-6)31(4,5)45-28)10-8-16-21(35)20(27(38)42-23(13)16)33-26(37)14-7-9-18-15(11-14)12-19(34)30(2,3)44-18/h7-11,19,22,24-25,28,34-36H,12H2,1-6H3,(H2,32,39)(H,33,37)/t19?,22-,24+,25-,28-/m1/s1

Standard InChI Key:  VIANIJJKWWIRQS-AMAVTPQFSA-N

Alternative Forms

1. Parent:

   

   ALA1097290

   COUMABIOCIN D

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 628.63

Molecular Weight (Monoisotopic): 628.2268

AlogP: 2.49

#Rotatable Bonds: 6

Polar Surface Area: 209.24

Molecular Species: ACID

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 5.44

CX Basic pKa:

CX LogP: 1.79

CX LogD: -0.12

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.25

Np Likeness Score: 1.30

References

1. Cheenpracha S, Vidor NB, Yoshida WY, Davies J, Chang LC..  (2010)  Coumabiocins A-F, aminocoumarins from an organic extract of Streptomyces sp. L-4-4.,  73  (5): [PMID:20384319] [10.1021/np900843b]

Source

Source(1):

• Scientific Literature