rac-N-((2S,3S)-1'-((9H-carbazol-3-yl)methyl)-2-hydroxy-2,3-dihydrospiro[indene-1,4'-piperidine]-3-yl)acetamide

ID: ALA1934125

Chembl Id: CHEMBL1934125

PubChem CID: 57400180

Max Phase: Preclinical

Molecular Formula: C28H29N3O2

Molecular Weight: 439.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@H]1c2ccccc2C2(CCN(Cc3ccc4[nH]c5ccccc5c4c3)CC2)[C@@H]1O

Standard InChI:  InChI=1S/C28H29N3O2/c1-18(32)29-26-21-7-2-4-8-23(21)28(27(26)33)12-14-31(15-13-28)17-19-10-11-25-22(16-19)20-6-3-5-9-24(20)30-25/h2-11,16,26-27,30,33H,12-15,17H2,1H3,(H,29,32)/t26-,27+/m0/s1

Standard InChI Key:  GTUCOPXBGYZNQP-RRPNLBNLSA-N

Alternative Forms

1. Parent:

   

   ALA1934125

   N-[(1S,2S)-1'-(9H-carbazol-3-ylmethyl)-2-hydroxyspiro[1,2-dihydroindene-3,4'-piperidine]-1-yl]acetamide

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: 439.56

Molecular Weight (Monoisotopic): 439.2260

AlogP: 4.41

#Rotatable Bonds: 3

Polar Surface Area: 68.36

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.21

CX Basic pKa: 9.11

CX LogP: 3.22

CX LogD: 1.50

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.44

Np Likeness Score: -0.09

References

1. Chen X, Mihalic J, Fan P, Liang L, Lindstrom M, Wong S, Ye Q, Fu Y, Jaen J, Chen JL, Dai K, Li L..  (2012)  Discovery and characterization of a potent and selective antagonist of melanin-concentrating hormone receptor 2.,  22  (1): [PMID:22123324] [10.1016/j.bmcl.2011.10.125]

Source

Source(1):

• Scientific Literature