(Z)-3-{2-[(5-Fluoro-2-oxoindolin-3-ylidene)methyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoic Acid

ID: ALA1214783

Chembl Id: CHEMBL1214783

PubChem CID: 46700767

Max Phase: Preclinical

Molecular Formula: C20H17FN2O4

Molecular Weight: 368.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1c(/C=C2\C(=O)Nc3ccc(F)cc32)[nH]c2c1C(=O)CCC2

Standard InChI:  InChI=1S/C20H17FN2O4/c21-10-4-6-14-12(8-10)13(20(27)23-14)9-16-11(5-7-18(25)26)19-15(22-16)2-1-3-17(19)24/h4,6,8-9,22H,1-3,5,7H2,(H,23,27)(H,25,26)/b13-9-

Standard InChI Key:  WMBHFEGLMDPHMG-LCYFTJDESA-N

Alternative Forms

1. Parent:

   

   ALA1214783

   (Z)-3-{2-[(5-Fluoro-2-oxoindolin-3-ylidene)methyl]-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl}propanoic Acid

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: 368.36

Molecular Weight (Monoisotopic): 368.1172

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 99.26

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.76

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: -0.72

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.72

Np Likeness Score: -0.43

References

1. Chiang CC, Lin YH, Lin SF, Lai CL, Liu C, Wei WY, Yang SC, Wang RW, Teng LW, Chuang SH, Chang JM, Yuan TT, Lee YS, Chen P, Chi WK, Yang JY, Huang HJ, Liao CB, Huang JJ..  (2010)  Discovery of pyrrole-indoline-2-ones as Aurora kinase inhibitors with a different inhibition profile.,  53  (16): [PMID:20681538] [10.1021/jm1001869]

2. Liang Q, Wang J, Zhao L, Hou J, Hu Y, Shi J..  (2021)  Recent advances of dual FGFR inhibitors as a novel therapy for cancer.,  214  [PMID:33556787] [10.1016/j.ejmech.2021.113205]

Source

Source(1):

• Scientific Literature