5-((6-((3-(3-(4-Methylpiperazin-1-yl)-5-(trifluoromethyl)benzamido)phenyl)amino)-2-oxoindolin-3-ylidene)methyl)-1H-pyrrole-3-carboxylic acid

ID: ALA2037220

Chembl Id: CHEMBL2037220

PubChem CID: 70692373

Max Phase: Preclinical

Molecular Formula: C33H29F3N6O4

Molecular Weight: 630.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(c2cc(C(=O)Nc3cccc(Nc4ccc5c(c4)NC(=O)/C5=C\c4cc(C(=O)O)c[nH]4)c3)cc(C(F)(F)F)c2)CC1

Standard InChI:  InChI=1S/C33H29F3N6O4/c1-41-7-9-42(10-8-41)26-13-19(11-21(14-26)33(34,35)36)30(43)39-23-4-2-3-22(15-23)38-24-5-6-27-28(31(44)40-29(27)17-24)16-25-12-20(18-37-25)32(45)46/h2-6,11-18,37-38H,7-10H2,1H3,(H,39,43)(H,40,44)(H,45,46)/b28-16-

Standard InChI Key:  FWZMHIPXROINAE-NTFVMDSBSA-N

Alternative Forms

1. Parent:

   

   ALA2037220

   5-[(Z)-[6-[3-[[3-(4-methylpiperazin-1-yl)-5-(trifluoromethyl)benzoyl]amino]anilino]-2-oxo-1H-indol-3-ylidene]methyl]-1H-pyrrole-3-carboxylic 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: 630.63

Molecular Weight (Monoisotopic): 630.2202

AlogP: 5.97

#Rotatable Bonds: 7

Polar Surface Area: 129.80

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.57

CX Basic pKa: 7.60

CX LogP: 2.57

CX LogD: 2.41

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.16

Np Likeness Score: -1.15

References

1. Albaugh P, Fan Y, Mi Y, Sun F, Adrian F, Li N, Jia Y, Sarkisova Y, Kreusch A, Hood T, Lu M, Liu G, Huang S, Liu Z, Loren J, Tuntland T, Karanewsky DS, Seidel HM, Molteni V..  (2012)  Discovery of GNF-5837, a Selective TRK Inhibitor with Efficacy in Rodent Cancer Tumor Models.,  3  (2): [PMID:24900443] [10.1021/ml200261d]

Source

Source(1):

• Scientific Literature