(2S,3S,4S,5R,6S)-6-((E)-3-(2-(1-(2-(5-bromopyrimidin-2-yl)-3-cyclopentyl-1-methyl-1H-indole-6-carboxamido)cyclobutyl)-1-methyl-1H-benzo[d]imidazol-6-yl)acryloyloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-carboxylic acid

ID: ALA4066318

PubChem CID: 137631529

Max Phase: Preclinical

Molecular Formula: C40H41BrN6O9

Molecular Weight: 829.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(C2(NC(=O)c3ccc4c(C5CCCC5)c(-c5ncc(Br)cn5)n(C)c4c3)CCC2)nc2ccc(/C=C/C(=O)O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)cc21

Standard InChI:  InChI=1S/C40H41BrN6O9/c1-46-26-17-22(10-11-24(26)29(21-6-3-4-7-21)30(46)35-42-18-23(41)19-43-35)36(52)45-40(14-5-15-40)39-44-25-12-8-20(16-27(25)47(39)2)9-13-28(48)55-38-33(51)31(49)32(50)34(56-38)37(53)54/h8-13,16-19,21,31-34,38,49-51H,3-7,14-15H2,1-2H3,(H,45,52)(H,53,54)/b13-9+/t31-,32-,33+,34-,38+/m0/s1

Standard InChI Key:  LBTRYOOWSNZONU-YAIPVLFQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4066318

   ---

Molecule Features

Natural Product: No

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: 829.70

Molecular Weight (Monoisotopic): 828.2118

AlogP: 4.20

#Rotatable Bonds: 9

Polar Surface Area: 211.15

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.12

CX Basic pKa: 4.53

CX LogP: 3.63

CX LogD: 1.52

Aromatic Rings: 5

Heavy Atoms: 56

QED Weighted: 0.10

Np Likeness Score: 0.24

References

1. Ma Y, Fu Y, Khojasteh SC, Dalvie D, Zhang D..  (2017)  Glucuronides as Potential Anionic Substrates of Human Cytochrome P450 2C8 (CYP2C8).,  60  (21): [PMID:28653847] [10.1021/acs.jmedchem.7b00510]

Source

Source(1):

• Scientific Literature