Coumabiocin C

ID: ALA1097289

Chembl Id: CHEMBL1097289

PubChem CID: 54734319

Max Phase: Preclinical

Molecular Formula: C31H36N2O11

Molecular Weight: 612.63

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Coumabiocin C | Coumabiocin C|CHEMBL1097289|CHEBI:211528|[(3R,4S,5R,6R)-6-[3-[(2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-4-hydroxy-8-methyl-2-oxochromen-7-yl]oxy-5-hydroxy-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)CCC(C)(C)O5)c(=O)oc3c2C)OC1(C)C

Standard InChI:  InChI=1S/C31H36N2O11/c1-14-18(40-28-22(35)24(42-29(32)38)25(39-6)31(4,5)44-28)10-8-17-21(34)20(27(37)41-23(14)17)33-26(36)16-7-9-19-15(13-16)11-12-30(2,3)43-19/h7-10,13,22,24-25,28,34-35H,11-12H2,1-6H3,(H2,32,38)(H,33,36)/t22-,24+,25-,28-/m1/s1

Standard InChI Key:  XHPKFSICBQUAKE-BOFKSZNZSA-N

Alternative Forms

1. Parent:

   

   ALA1097289

   COUMABIOCIN C

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: 612.63

Molecular Weight (Monoisotopic): 612.2319

AlogP: 3.52

#Rotatable Bonds: 6

Polar Surface Area: 189.01

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 5.50

CX Basic pKa:

CX LogP: 2.86

CX LogD: 1.00

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.30

Np Likeness Score: 1.10

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