N-(trans-3-(2-(((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)(propyl)amino)ethyl)-3-hydroxycyclobutyl)-2-naphthamide

ID: ALA2203406

Chembl Id: CHEMBL2203406

Max Phase: Preclinical

Molecular Formula: C27H34N4O2S

Molecular Weight: 478.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CC[C@]1(O)C[C@H](NC(=O)c2ccc3ccccc3c2)C1)[C@H]1CCc2nc(N)sc2C1

Standard InChI:  InChI=1S/C27H34N4O2S/c1-2-12-31(22-9-10-23-24(15-22)34-26(28)30-23)13-11-27(33)16-21(17-27)29-25(32)20-8-7-18-5-3-4-6-19(18)14-20/h3-8,14,21-22,33H,2,9-13,15-17H2,1H3,(H2,28,30)(H,29,32)/t21-,22-,27-/m0/s1

Standard InChI Key:  QXYZJXCNTMMWEO-BERHBOFZSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA2203406

   N-[3-[2-[[(6S)-2-amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]-propylamino]ethyl]-3-hydroxycyclobutyl]naphthalene-2-carboxamide;hydrochloride

2. Parent:

   

   ALA2203406

   ---

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: 478.66

Molecular Weight (Monoisotopic): 478.2402

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 91.48

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.18

CX LogP: 3.37

CX LogD: 0.67

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -0.88

References

1. Chen J, Collins GT, Levant B, Woods J, Deschamps JR, Wang S..  (2011)  CJ-1639: A Potent and Highly Selective Dopamine D3 Receptor Full Agonist.,  2  (8): [PMID:22125662] [10.1021/ml200100t]

2. Moritz AE, Free RB, Weiner WS, Akano EO, Gandhi D, Abramyan A, Keck TM, Ferrer M, Hu X, Southall N, Steiner J, Aubé J, Shi L, Frankowski KJ, Sibley DR..  (2020)  Discovery, Optimization, and Characterization of ML417: A Novel and Highly Selective D3 Dopamine Receptor Agonist.,  63  (10): [PMID:32342685] [10.1021/acs.jmedchem.0c00424]

Source

Source(1):

• Scientific Literature