(2S,4R,6R)-6-Butyl-5-oxo-6-[((S)-pyrrolidine-2-carbonyl)-amino]-hexahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid amide

ID: ALA330419

Chembl Id: CHEMBL330419

PubChem CID: 10066733

Max Phase: Preclinical

Molecular Formula: C16H26N4O3S

Molecular Weight: 354.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@@]1(NC(=O)[C@@H]2CCCN2)C[C@H]2SC[C@H](C(N)=O)N2C1=O

Standard InChI:  InChI=1S/C16H26N4O3S/c1-2-3-6-16(19-14(22)10-5-4-7-18-10)8-12-20(15(16)23)11(9-24-12)13(17)21/h10-12,18H,2-9H2,1H3,(H2,17,21)(H,19,22)/t10-,11+,12+,16+/m0/s1

Standard InChI Key:  FMAVULZSMQDYBP-XSUJLISDSA-N

Alternative Forms

1. Parent:

   

   ALA330419

   (3S,6R,7aR)-6-butyl-5-oxo-6-[[(2S)-pyrrolidine-2-carbonyl]amino]-2,3,7,7a-tetrahydropyrrolo[2,1-b][1,3]thiazole-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: 354.48

Molecular Weight (Monoisotopic): 354.1726

AlogP: -0.06

#Rotatable Bonds: 6

Polar Surface Area: 104.53

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.31

CX Basic pKa: 9.50

CX LogP: 0.03

CX LogD: -2.04

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.62

Np Likeness Score: -0.01

References

1. Khalil EM, Pradhan A, Ojala WH, Gleason WB, Mishra RK, Johnson RL..  (1999)  Synthesis and dopamine receptor modulating activity of substituted bicyclic thiazolidine lactam peptidomimetics of L-prolyl-L-leucyl-glycinamide.,  42  (15): [PMID:10425107] [10.1021/jm990140n]

2. Dolbeare K, Pontoriero GF, Gupta SK, Mishra RK, Johnson RL..  (2003)  Synthesis and dopamine receptor modulating activity of 3-substituted gamma-lactam peptidomimetics of L-prolyl-L-leucyl-glycinamide.,  46  (5): [PMID:12593653] [10.1021/jm020441o]

Source

Source(1):

• Scientific Literature