6-Amino-2-[6-amino-2-(4-carboxy-4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyrylamino)-hexanoylamino]-hexanoic acid

ID: ALA344876

Chembl Id: CHEMBL344876

PubChem CID: 44382737

Max Phase: Preclinical

Molecular Formula: C32H46N12O7

Molecular Weight: 710.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(Cc1cnc2nc(N)nc(N)c2n1)c1ccc(C(=O)NC(CCC(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)O)C(=O)O)cc1

Standard InChI:  InChI=1S/C32H46N12O7/c1-44(17-19-16-37-27-25(38-19)26(35)42-32(36)43-27)20-10-8-18(9-11-20)28(46)40-23(31(50)51)12-13-24(45)39-21(6-2-4-14-33)29(47)41-22(30(48)49)7-3-5-15-34/h8-11,16,21-23H,2-7,12-15,17,33-34H2,1H3,(H,39,45)(H,40,46)(H,41,47)(H,48,49)(H,50,51)(H4,35,36,37,42,43)

Standard InChI Key:  UDMPDXOEADBDOE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA344876

   6-Amino-2-[6-amino-2-(4-carboxy-4-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-butyrylamino)-hexanoylamino]-hexanoic 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: 710.80

Molecular Weight (Monoisotopic): 710.3612

AlogP: -0.50

#Rotatable Bonds: 21

Polar Surface Area: 320.78

Molecular Species: ZWITTERION

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.20

CX Basic pKa: 10.50

CX LogP: -5.86

CX LogD: -5.87

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.06

Np Likeness Score: -0.30

References

1. Rosowsky A, Forsch RA, Freisheim JH, Galivan J, Wick M..  (1984)  Methotrexate analogues. 23. Synthesis, dihydrofolate reductase affinity, cytotoxicity, and in vivo antitumor activity of some putative degradation products of methotrexate-poly(L-lysine) conjugates.,  27  (7): [PMID:6737432] [10.1021/jm00373a014]

Source

Source(1):

• Scientific Literature