4,4'-[2-Methyl-7-({4-[4-(2,3,4,6-tetrafluorophenyl)butoxy]-phenyl}ethynyl)-1H-indole-1,3-diyl]dibutanoic Acid

ID: ALA3597631

Chembl Id: CHEMBL3597631

PubChem CID: 46830677

Max Phase: Preclinical

Molecular Formula: C35H33F4NO5

Molecular Weight: 623.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CCCC(=O)O)c2cccc(C#Cc3ccc(OCCCCc4c(F)cc(F)c(F)c4F)cc3)c2n1CCCC(=O)O

Standard InChI:  InChI=1S/C35H33F4NO5/c1-22-26(9-5-11-31(41)42)27-10-4-7-24(35(27)40(22)19-6-12-32(43)44)16-13-23-14-17-25(18-15-23)45-20-3-2-8-28-29(36)21-30(37)34(39)33(28)38/h4,7,10,14-15,17-18,21H,2-3,5-6,8-9,11-12,19-20H2,1H3,(H,41,42)(H,43,44)

Standard InChI Key:  HUIIHFBKBWWWJM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3597631

   4-[1-(3-Carboxypropyl)-2-methyl-7-[2-[4-[4-(2,3,4,6-tetrafluorophenyl)butoxy]phenyl]ethynyl]indol-3-yl]butanoic 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: 623.64

Molecular Weight (Monoisotopic): 623.2295

AlogP: 7.58

#Rotatable Bonds: 14

Polar Surface Area: 88.76

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.05

CX Basic pKa: ┄

CX LogP: 8.46

CX LogD: 2.62

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.05

Np Likeness Score: -0.73

References

1. Itadani S, Yashiro K, Aratani Y, Sekiguchi T, Kinoshita A, Moriguchi H, Ohta N, Takahashi S, Ishida A, Tajima Y, Hisaichi K, Ima M, Ueda J, Egashira H, Sekioka T, Kadode M, Yonetomi Y, Nakao T, Inoue A, Nomura H, Kitamine T, Fujita M, Nabe T, Yamaura Y, Matsumura N, Imagawa A, Nakayama Y, Takeuchi J, Ohmoto K..  (2015)  Discovery of Gemilukast (ONO-6950), a Dual CysLT1 and CysLT2 Antagonist As a Therapeutic Agent for Asthma.,  58  (15): [PMID:26200813] [10.1021/acs.jmedchem.5b00741]

Source

Source(1):

• Scientific Literature