5-(7,9,9-Trimethyl-9,10-dihydro-[1,10]phenanthrolin-5-ylmethyl)-pyrimidine-2,4-diamine

ID: ALA60827

Chembl Id: CHEMBL60827

PubChem CID: 44301313

Max Phase: Preclinical

Molecular Formula: C20H22N6

Molecular Weight: 346.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(C)(C)Nc2c1cc(Cc1cnc(N)nc1N)c1cccnc21

Standard InChI:  InChI=1S/C20H22N6/c1-11-9-20(2,3)26-17-15(11)8-12(14-5-4-6-23-16(14)17)7-13-10-24-19(22)25-18(13)21/h4-6,8-10,26H,7H2,1-3H3,(H4,21,22,24,25)

Standard InChI Key:  PJABDBLAJSDQEX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA60827

   5-[(7,9,9-trimethyl-10H-1,10-phenanthrolin-5-yl)methyl]pyrimidine-2,4-diamine

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: 346.44

Molecular Weight (Monoisotopic): 346.1906

AlogP: 3.39

#Rotatable Bonds: 2

Polar Surface Area: 102.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 2.75

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 0.01

References

1. Johnson JV, Rauchman BS, Baccanari DP, Roth B..  (1989)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 12. 1,2-Dihydroquinolylmethyl analogues with high activity and specificity for bacterial dihydrofolate reductase.,  32  (8): [PMID:2666668] [10.1021/jm00128a042]

Source

Source(1):

• Scientific Literature