N-[p-[[(2,4-Diamino-8-cyclohexylmethyl-7,8-dihydrc-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic Acid

ID: ALA3273851

Chembl Id: CHEMBL3273851

PubChem CID: 12376181

Max Phase: Preclinical

Molecular Formula: C27H36N8O5

Molecular Weight: 552.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC1=Nc2c(N)nc(N)nc2N(CC2CCCCC2)C1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C27H36N8O5/c1-34(19-9-7-17(8-10-19)25(38)31-20(26(39)40)11-12-21(36)37)14-18-15-35(13-16-5-3-2-4-6-16)24-22(30-18)23(28)32-27(29)33-24/h7-10,16,20H,2-6,11-15H2,1H3,(H,31,38)(H,36,37)(H,39,40)(H4,28,29,32,33)/t20-/m0/s1

Standard InChI Key:  WWONMRILQRTUMZ-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3273851

   (2S)-2-[[4-[[2,4-diamino-8-(cyclohexylmethyl)-7H-pteridin-6-yl]methyl-methylamino]benzoyl]amino]pentanedioic acid

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: 552.64

Molecular Weight (Monoisotopic): 552.2809

AlogP: 2.30

#Rotatable Bonds: 11

Polar Surface Area: 200.36

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.25

CX Basic pKa: 6.86

CX LogP: 0.80

CX LogD: -2.85

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.27

Np Likeness Score: -0.57

References

1. Chaykovsky M, Hirst M, Lazarus H, Martinelli JE..  (1977)  Methotrexate analogues. 9. Synthesis and biological properties of some 8-alkyl-7,8-dihydro analogues.,  20  (10): [PMID:409842] [10.1021/jm00220a019]

Source

Source(1):

• Scientific Literature