(1S,2S)-N-((R)-2-hydroxy-1-(4-((S)-2-methylbutoxy)phenyl)ethyl)-2-(thiophen-2-yl)cyclopropanecarboxamide

ID: ALA3403792

Chembl Id: CHEMBL3403792

Cas Number: 1286280-32-7

PubChem CID: 51348369

Max Phase: Preclinical

Molecular Formula: C21H27NO3S

Molecular Weight: 373.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)COc1ccc([C@H](CO)NC(=O)[C@H]2C[C@@H]2c2cccs2)cc1

Standard InChI:  InChI=1S/C21H27NO3S/c1-3-14(2)13-25-16-8-6-15(7-9-16)19(12-23)22-21(24)18-11-17(18)20-5-4-10-26-20/h4-10,14,17-19,23H,3,11-13H2,1-2H3,(H,22,24)/t14-,17-,18-,19-/m0/s1

Standard InChI Key:  OEZAIJNKVSSLFH-QZHFEQFPSA-N

Alternative Forms

1. Parent:

   

   ALA3403792

   (1S,2S)-2-Thiophen-2-yl-cyclopropanecarboxylic acid {(R)-2-hydroxy-1-[4-((S)-2-methyl-butoxy)-phenyl]-ethyl}-amide

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: 373.52

Molecular Weight (Monoisotopic): 373.1712

AlogP: 4.13

#Rotatable Bonds: 9

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.99

CX Basic pKa:

CX LogP: 3.93

CX LogD: 3.93

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -0.90

References

1. Dzierba CD, Bi Y, Dasgupta B, Hartz RA, Ahuja V, Cianchetta G, Kumi G, Dong L, Aleem S, Fink C, Garcia Y, Green M, Han J, Kwon S, Qiao Y, Wang J, Zhang Y, Liu Y, Zipp G, Liang Z, Burford N, Ferrante M, Bertekap R, Lewis M, Cacace A, Grace J, Wilson A, Nouraldeen A, Westphal R, Kimball D, Carson K, Bronson JJ, Macor JE..  (2015)  Design, synthesis, and evaluation of phenylglycinols and phenyl amines as agonists of GPR88.,  25  (7): [PMID:25690789] [10.1016/j.bmcl.2015.01.036]

2.  (2013)  Modulators of G protein-coupled receptor 88, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data