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

ID: ALA3273849

Chembl Id: CHEMBL3273849

PubChem CID: 12376177

Max Phase: Preclinical

Molecular Formula: C24H32N8O5

Molecular Weight: 512.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1CC(CN(C)c2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)=Nc2c(N)nc(N)nc21

Standard InChI:  InChI=1S/C24H32N8O5/c1-3-4-11-32-13-15(27-19-20(25)29-24(26)30-21(19)32)12-31(2)16-7-5-14(6-8-16)22(35)28-17(23(36)37)9-10-18(33)34/h5-8,17H,3-4,9-13H2,1-2H3,(H,28,35)(H,33,34)(H,36,37)(H4,25,26,29,30)/t17-/m0/s1

Standard InChI Key:  ZGFNXDAERAGYBG-KRWDZBQOSA-N

Alternative Forms

1. Parent:

   

   ALA3273849

   (2S)-2-[[4-[(2,4-diamino-8-butyl-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: 512.57

Molecular Weight (Monoisotopic): 512.2496

AlogP: 1.52

#Rotatable Bonds: 12

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: 0.01

CX LogD: -3.64

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.61

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