5-{2-[3-Carboxy-1-(carboxymethyl-carbamoyl)-propylcarbamoyl]-pyrrolidin-1-yl}-4-{2-[(9,10-dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-5-oxo-pentanoic acid

ID: ALA2372876

PubChem CID: 10509653

Max Phase: Preclinical

Molecular Formula: C38H44N8O13

Molecular Weight: 820.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)c1ccc2c(c1)C(=O)C(=O)c1ccccc1-2)C(=O)N[C@@H](CCC(=O)O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C38H44N8O13/c39-38(40)41-15-3-7-24(43-33(55)19-9-10-21-20-5-1-2-6-22(20)31(53)32(54)23(21)17-19)35(57)45-26(12-14-29(49)50)37(59)46-16-4-8-27(46)36(58)44-25(11-13-28(47)48)34(56)42-18-30(51)52/h1-2,5-6,9-10,17,24-27H,3-4,7-8,11-16,18H2,(H,42,56)(H,43,55)(H,44,58)(H,45,57)(H,47,48)(H,49,50)(H,51,52)(H4,39,40,41)/t24-,25-,26-,27-/m0/s1

Standard InChI Key:  VYIOVEGARNAUEB-FWEHEUNISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372876

   (4S)-4-[[(2S)-1-[(2S)-4-carboxy-2-[[(2S)-5-(diaminomethylideneamino)-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]pentanoyl]amino]butanoyl]pyrrolidine-2-carbonyl]amino]-5-(carboxymethylamino)-5-oxopentanoic 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: 820.81

Molecular Weight (Monoisotopic): 820.3028

AlogP: -1.01

#Rotatable Bonds: 20

Polar Surface Area: 344.65

Molecular Species: ZWITTERION

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.26

CX Basic pKa: 12.48

CX LogP: -3.94

CX LogD: -10.26

Aromatic Rings: 2

Heavy Atoms: 59

QED Weighted: 0.03

Np Likeness Score: -0.05

References

1. Urbanek RA, Suchard SJ, Steelman GB, Knappenberger KS, Sygowski LA, Veale CA, Chapdelaine MJ..  (2001)  Potent reversible inhibitors of the protein tyrosine phosphatase CD45.,  44  (11): [PMID:11356112] [10.1021/jm000447i]

Source

Source(1):

• Scientific Literature