6-(Naphthalen-1-ylaminomethyl)-pteridine-2,4-diamine

ID: ALA26006

Chembl Id: CHEMBL26006

Cas Number: 70583-39-0

PubChem CID: 314924

Max Phase: Preclinical

Molecular Formula: C17H15N7

Molecular Weight: 317.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2nc(CNc3cccc4ccccc34)cnc2n1

Standard InChI:  InChI=1S/C17H15N7/c18-15-14-16(24-17(19)23-15)21-9-11(22-14)8-20-13-7-3-5-10-4-1-2-6-12(10)13/h1-7,9,20H,8H2,(H4,18,19,21,23,24)

Standard InChI Key:  QVHFSGMRVQZGMC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA26006

   2,4-Pteridinediamine, 6-((1-naphthalenylamino)-methyl)-

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: 317.36

Molecular Weight (Monoisotopic): 317.1389

AlogP: 2.35

#Rotatable Bonds: 3

Polar Surface Area: 115.63

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.82

CX LogP: 1.58

CX LogD: 1.58

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.53

Np Likeness Score: -0.84

References

1. Piper JR, Johnson CA, Krauth CA, Carter RL, Hosmer CA, Queener SF, Borotz SE, Pfefferkorn ER..  (1996)  Lipophilic antifolates as agents against opportunistic infections. 1. Agents superior to trimetrexate and piritrexim against Toxoplasma gondii and Pneumocystis carinii in in vitro evaluations.,  39  (6): [PMID:8632434] [10.1021/jm950760y]

2. Pöhner I, Quotadamo A, Panecka-Hofman J, Luciani R, Santucci M, Linciano P, Landi G, Di Pisa F, Dello Iacono L, Pozzi C, Mangani S, Gul S, Witt G, Ellinger B, Kuzikov M, Santarem N, Cordeiro-da-Silva A, Costi MP, Venturelli A, Wade RC..  (2022)  Multitarget, Selective Compound Design Yields Potent Inhibitors of a Kinetoplastid Pteridine Reductase 1.,  65  (13.0): [PMID:35675511] [10.1021/acs.jmedchem.2c00232]

Source

Source(1):

• Scientific Literature