1-(Adamantan-2-yl)-4-((1,5-bis(4-chlorophenyl)-2-methyl-1H-pyrrol-3-yl)methyl)piperazine

ID: ALA3798799

Chembl Id: CHEMBL3798799

PubChem CID: 127046554

Max Phase: Preclinical

Molecular Formula: C32H37Cl2N3

Molecular Weight: 534.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CN2CCN(C3C4CC5CC(C4)CC3C5)CC2)cc(-c2ccc(Cl)cc2)n1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C32H37Cl2N3/c1-21-27(19-31(24-2-4-28(33)5-3-24)37(21)30-8-6-29(34)7-9-30)20-35-10-12-36(13-11-35)32-25-15-22-14-23(17-25)18-26(32)16-22/h2-9,19,22-23,25-26,32H,10-18,20H2,1H3

Standard InChI Key:  HKTPHLZUUBGEHN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3798799

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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: 534.58

Molecular Weight (Monoisotopic): 533.2365

AlogP: 7.70

#Rotatable Bonds: 5

Polar Surface Area: 11.41

Molecular Species: BASE

HBA: 3

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.52

CX LogP: 7.87

CX LogD: 5.77

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.33

Np Likeness Score: -0.84

References

1. Bhakta S, Scalacci N, Maitra A, Brown AK, Dasugari S, Evangelopoulos D, McHugh TD, Mortazavi PN, Twist A, Petricci E, Manetti F, Castagnolo D..  (2016)  Design and Synthesis of 1-((1,5-Bis(4-chlorophenyl)-2-methyl-1H-pyrrol-3-yl)methyl)-4-methylpiperazine (BM212) and N-Adamantan-2-yl-N'-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine (SQ109) Pyrrole Hybrid Derivatives: Discovery of Potent Antitubercular Agents Effective against Multidrug-Resistant Mycobacteria.,  59  (6): [PMID:26907951] [10.1021/acs.jmedchem.6b00031]

Source

Source(1):

• Scientific Literature