(R)-N-(1-(4-acetylpiperazin-1-yl)propan-2-yl)-1-methyl-3-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxamide

ID: ALA599760

Chembl Id: CHEMBL599760

PubChem CID: 46175179

Max Phase: Preclinical

Molecular Formula: C22H27N5O2S

Molecular Weight: 425.56

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ro-85 | Ro-85|CHEMBL599760|BDBM50415550

Canonical SMILES:  CC(=O)N1CCN(C[C@@H](C)NC(=O)c2cc3c(-c4ccccc4)nn(C)c3s2)CC1

Standard InChI:  InChI=1S/C22H27N5O2S/c1-15(14-26-9-11-27(12-10-26)16(2)28)23-21(29)19-13-18-20(17-7-5-4-6-8-17)24-25(3)22(18)30-19/h4-8,13,15H,9-12,14H2,1-3H3,(H,23,29)/t15-/m1/s1

Standard InChI Key:  WLMBSKSEPQCRJV-OAHLLOKOSA-N

Alternative Forms

1. Parent:

   

   ALA599760

   N-[(2R)-1-(4-acetylpiperazin-1-yl)propan-2-yl]-1-methyl-3-phenylthieno[2,3-c]pyrazole-5-carboxamide

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: 425.56

Molecular Weight (Monoisotopic): 425.1885

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 70.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.90

CX LogP: 2.30

CX LogD: 2.29

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.94

References

1. Brotherton-Pleiss CE, Dillon MP, Ford AP, Gever JR, Carter DS, Gleason SK, Lin CJ, Moore AG, Thompson AW, Villa M, Zhai Y..  (2010)  Discovery and optimization of RO-85, a novel drug-like, potent, and selective P2X3 receptor antagonist.,  20  (3): [PMID:20045645] [10.1016/j.bmcl.2009.12.044]

2. Szántó G, Makó A, Bata I, Farkas B, Kolok S, Vastag M, Cselenyák A..  (2016)  New P2X3 receptor antagonists. Part 1: Discovery and optimization of tricyclic compounds.,  26  (16): [PMID:27423478] [10.1016/j.bmcl.2016.07.009]

Source

Source(1):

• Scientific Literature