(R)-N-(2-(3-hydroxypropoxy)-4-(1H-pyrazol-4-yl)phenyl)-6-methoxychroman-3-carboxamide

ID: ALA3221816

Chembl Id: CHEMBL3221816

PubChem CID: 90668082

Max Phase: Preclinical

Molecular Formula: C23H25N3O5

Molecular Weight: 423.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C[C@@H](C(=O)Nc1ccc(-c3cn[nH]c3)cc1OCCCO)CO2

Standard InChI:  InChI=1S/C23H25N3O5/c1-29-19-4-6-21-16(10-19)9-17(14-31-21)23(28)26-20-5-3-15(18-12-24-25-13-18)11-22(20)30-8-2-7-27/h3-6,10-13,17,27H,2,7-9,14H2,1H3,(H,24,25)(H,26,28)/t17-/m1/s1

Standard InChI Key:  YHIPVWFQESXDIE-QGZVFWFLSA-N

Alternative Forms

1. Parent:

   

   ALA3221816

   (3R)-N-[2-(3-hydroxypropoxy)-4-(1H-pyrazol-4-yl)phenyl]-6-methoxy-3,4-dihydro-2H-chromene-3-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: 423.47

Molecular Weight (Monoisotopic): 423.1794

AlogP: 3.04

#Rotatable Bonds: 8

Polar Surface Area: 105.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.20

CX Basic pKa: 2.28

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: -0.95

References

1. Chen YT, Vojkovsky T, Fang X, Pocas JR, Grant W, Handy AMW, Schroter T, LoGrasso P, Bannister TD, Feng Y.  (2011)  Asymmetric synthesis of potent chroman-based Rho kinase (ROCK-II) inhibitors,  2  (1): [10.1039/C0MD00194E]

Source

Source(1):

• Scientific Literature