6-Hydroxy-3-iodo-1-methyl-2-(3-(2-oxo-2-((4-(thiophen-3-yl)-phenyl)amino)acetamido)phenyl)-1H-indole-5-carboxylic Acid

ID: ALA3319356

Chembl Id: CHEMBL3319356

PubChem CID: 86298439

Max Phase: Preclinical

Molecular Formula: C28H20IN3O5S

Molecular Weight: 637.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(-c2cccc(NC(=O)C(=O)Nc3ccc(-c4ccsc4)cc3)c2)c(I)c2cc(C(=O)O)c(O)cc21

Standard InChI:  InChI=1S/C28H20IN3O5S/c1-32-22-13-23(33)21(28(36)37)12-20(22)24(29)25(32)16-3-2-4-19(11-16)31-27(35)26(34)30-18-7-5-15(6-8-18)17-9-10-38-14-17/h2-14,33H,1H3,(H,30,34)(H,31,35)(H,36,37)

Standard InChI Key:  WILZWITYAQZYKV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3319356

   6-Hydroxy-3-iodo-1-methyl-2-[3-[[2-oxo-2-(4-thiophen-3-ylanilino)acetyl]amino]phenyl]indole-5-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: 637.46

Molecular Weight (Monoisotopic): 637.0168

AlogP: 6.16

#Rotatable Bonds: 5

Polar Surface Area: 120.66

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.36

CX Basic pKa: ┄

CX LogP: 6.86

CX LogD: 3.44

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.14

Np Likeness Score: -1.09

References

1. Zeng LF, Zhang RY, Yu ZH, Li S, Wu L, Gunawan AM, Lane BS, Mali RS, Li X, Chan RJ, Kapur R, Wells CD, Zhang ZY..  (2014)  Therapeutic potential of targeting the oncogenic SHP2 phosphatase.,  57  (15): [PMID:25003231] [10.1021/jm5006176]

2. Garcia Fortanet J, Chen CH, Chen YN, Chen Z, Deng Z, Firestone B, Fekkes P, Fodor M, Fortin PD, Fridrich C, Grunenfelder D, Ho S, Kang ZB, Karki R, Kato M, Keen N, LaBonte LR, Larrow J, Lenoir F, Liu G, Liu S, Lombardo F, Majumdar D, Meyer MJ, Palermo M, Perez L, Pu M, Ramsey T, Sellers WR, Shultz MD, Stams T, Towler C, Wang P, Williams SL, Zhang JH, LaMarche MJ..  (2016)  Allosteric Inhibition of SHP2: Identification of a Potent, Selective, and Orally Efficacious Phosphatase Inhibitor.,  59  (17): [PMID:27347692] [10.1021/acs.jmedchem.6b00680]

Source

Source(1):

• Scientific Literature