(S)-2-(4-(((2,4-diamino-8-(naphthalen-1-ylmethyl)-7,8-dihydropteridin-6-yl)methyl)(methyl)amino)benzamido)pentanedioic acid

ID: ALA3273854

Chembl Id: CHEMBL3273854

PubChem CID: 12376187

Max Phase: Preclinical

Molecular Formula: C31H32N8O5

Molecular Weight: 596.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(CC1=Nc2c(N)nc(N)nc2N(Cc2cccc3ccccc23)C1)c1ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C31H32N8O5/c1-38(22-11-9-19(10-12-22)29(42)35-24(30(43)44)13-14-25(40)41)16-21-17-39(28-26(34-21)27(32)36-31(33)37-28)15-20-7-4-6-18-5-2-3-8-23(18)20/h2-12,24H,13-17H2,1H3,(H,35,42)(H,40,41)(H,43,44)(H4,32,33,36,37)/t24-/m0/s1

Standard InChI Key:  GOSZVQOYLQTNJQ-DEOSSOPVSA-N

Alternative Forms

1. Parent:

   

   ALA3273854

   (2S)-2-[[4-[[2,4-diamino-8-(naphthalen-1-ylmethyl)-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: 596.65

Molecular Weight (Monoisotopic): 596.2496

AlogP: 3.07

#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: 6.82

CX LogP: 1.41

CX LogD: -2.27

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.17

Np Likeness Score: -0.60

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