(R)-N-(3,4-dichlorophenyl)-4-(4-isopropylpiperazine-2-carbonyl)piperazine-1-carboxamide

ID: ALA2036782

Chembl Id: CHEMBL2036782

PubChem CID: 57656833

Max Phase: Preclinical

Molecular Formula: C19H27Cl2N5O2

Molecular Weight: 428.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N1CCN[C@@H](C(=O)N2CCN(C(=O)Nc3ccc(Cl)c(Cl)c3)CC2)C1

Standard InChI:  InChI=1S/C19H27Cl2N5O2/c1-13(2)26-6-5-22-17(12-26)18(27)24-7-9-25(10-8-24)19(28)23-14-3-4-15(20)16(21)11-14/h3-4,11,13,17,22H,5-10,12H2,1-2H3,(H,23,28)/t17-/m1/s1

Standard InChI Key:  OOGWCCRYNCAIBK-QGZVFWFLSA-N

Alternative Forms

1. Parent:

   

   ALA2036782

   N-(3,4-Dichlorophenyl)-4-{[(2R)-4-isopropylpiperazin-2-yl]carbonyl}piperazine-1-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: 428.36

Molecular Weight (Monoisotopic): 427.1542

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 67.92

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.12

CX Basic pKa: 8.56

CX LogP: 1.95

CX LogD: 0.76

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.78

Np Likeness Score: -1.59

References

1. Cumming JG, Bower JF, Waterson D, Faull A, Poyser PJ, Turner P, McDermott B, Campbell AD, Hudson J, James M, Winter J, Wood C..  (2012)  The design and synthesis of novel, potent and orally bioavailable N-aryl piperazine-1-carboxamide CCR2 antagonists with very high hERG selectivity.,  22  (12): [PMID:22608963] [10.1016/j.bmcl.2012.04.118]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data