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

ID: ALA3403791

Chembl Id: CHEMBL3403791

PubChem CID: 118730014

Max Phase: Preclinical

Molecular Formula: C20H25NO3S

Molecular Weight: 359.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H25NO3S/c1-13(2)12-24-15-7-5-14(6-8-15)18(11-22)21-20(23)17-10-16(17)19-4-3-9-25-19/h3-9,13,16-18,22H,10-12H2,1-2H3,(H,21,23)/t16-,17-,18-/m0/s1

Standard InChI Key:  VXWCSZFDDQAUCH-BZSNNMDCSA-N

Alternative Forms

1. Parent:

   

   ALA3403791

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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: 359.49

Molecular Weight (Monoisotopic): 359.1555

AlogP: 3.74

#Rotatable Bonds: 8

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: 13.07

CX Basic pKa:

CX LogP: 3.49

CX LogD: 3.49

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -1.10

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]

Source

Source(1):

• Scientific Literature