[14C]-(R)-4-fluoro-5-(6-(2-hydroxypropoxy)-5-methylpyrrolo[1,2-f][1,2,4]triazin-4-yloxy)-1H-indole-2-carboxylic acid

ID: ALA3542369

PubChem CID: 118753485

Max Phase: Preclinical

Molecular Formula: C19H17FN4O5

Molecular Weight: 400.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(OC[C@@H](C)O)cn2n[14cH]nc(Oc3ccc4[nH]c(C(=O)O)cc4c3F)c12

Standard InChI:  InChI=1S/C19H17FN4O5/c1-9(25)7-28-15-6-24-17(10(15)2)18(21-8-22-24)29-14-4-3-12-11(16(14)20)5-13(23-12)19(26)27/h3-6,8-9,23,25H,7H2,1-2H3,(H,26,27)/t9-/m1/s1/i8+2

Standard InChI Key:  JEFQSGODDXULMW-XRVFKXFNSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    5.2025  -12.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2013  -13.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9161  -13.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9143  -12.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6296  -12.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6299  -13.4267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4203  -13.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9087  -13.0108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4199  -12.3388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9163  -14.6645    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.7336  -13.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4865  -13.8386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859  -14.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4847  -16.3120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2018  -15.8956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1993  -15.0727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7700  -15.8981    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7715  -15.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9841  -14.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4960  -15.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9818  -16.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306  -14.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6710  -15.4803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598  -14.7651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4349  -14.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236  -14.0486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0211  -15.4774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1463  -13.7248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1458  -12.2960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
  8 11  1  0
  2 12  1  0
 12 13  1  0
 13 18  1  0
 17 14  1  0
 14 15  2  0
 15 16  1  0
 16 13  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 17  1  0
 19 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  6
 11 28  1  0
 11 29  2  0
M  ISO  1  15  14
M  END

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: 400.37

Molecular Weight (Monoisotopic): 400.1183

AlogP: 2.91

#Rotatable Bonds: 6

Polar Surface Area: 121.97

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.62

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: -0.54

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.70

References

1. Gong J, Gan J, Iyer RA..  (2012)  Identification of the oxidative and conjugative enzymes involved in the biotransformation of brivanib.,  40  (1): [PMID:21989950] [10.1124/dmd.111.042457]

Source

Source(1):

• Scientific Literature