[14C]-[[(1R),2S]-2-aminopropionic acid 2-[4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yloxy]-1-methylethyl ester]

ID: ALA3526472

Chembl Id: CHEMBL3526472

PubChem CID: 118753053

Max Phase: Preclinical

Molecular Formula: C22H24FN5O4

Molecular Weight: 441.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2c(F)c(Oc3n[14cH]nn4cc(OC[C@@H](C)OC(=O)[C@H](C)N)c(C)c34)ccc2[nH]1

Standard InChI:  InChI=1S/C22H24FN5O4/c1-11-7-15-16(27-11)5-6-17(19(15)23)32-21-20-13(3)18(8-28(20)26-10-25-21)30-9-12(2)31-22(29)14(4)24/h5-8,10,12,14,27H,9,24H2,1-4H3/t12-,14+/m1/s1/i10+2

Standard InChI Key:  LTEJRLHKIYCEOX-TYTWNPOGSA-N

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: 441.46

Molecular Weight (Monoisotopic): 441.1812

AlogP: 3.42

#Rotatable Bonds: 7

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.34

CX LogP: 3.50

CX LogD: 3.23

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.42

Np Likeness Score: -0.89

References

1. Gong J, Gan J, Masson E, Syed S, Xia YQ, Williams D, Pursley J, Jemal M, Humphreys WG, Iyer RA..  (2012)  Metabolic chiral inversion of brivanib and its relevance to safety and pharmacology.,  40  (12): [PMID:22983304] [10.1124/dmd.112.047340]

2. 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]

3. Gong J, Gan J, Caceres-Cortes J, Christopher LJ, Arora V, Masson E, Williams D, Pursley J, Allentoff A, Lago M, Tran SB, Iyer RA..  (2011)  Metabolism and disposition of [14C]brivanib alaninate after oral administration to rats, monkeys, and humans.,  39  (5): [PMID:21289073] [10.1124/dmd.110.037341]

Source

Source(1):

• Scientific Literature