4-{[1-(4-Carbamoyl-2-{4-carbamoyl-2-[(9,10-dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-butyrylamino}-butyryl)-pyrrolidine-2-carbonyl]-amino}-4-(carboxymethyl-carbamoyl)-butyric acid

ID: ALA2372881

PubChem CID: 73345732

Max Phase: Preclinical

Molecular Formula: C37H41N7O13

Molecular Weight: 791.77

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H41N7O13/c38-27(45)12-9-24(41-33(53)18-7-8-20-19-4-1-2-5-21(19)31(51)32(52)22(20)16-18)35(55)43-25(10-13-28(39)46)37(57)44-15-3-6-26(44)36(56)42-23(11-14-29(47)48)34(54)40-17-30(49)50/h1-2,4-5,7-8,16,23-26H,3,6,9-15,17H2,(H2,38,45)(H2,39,46)(H,40,54)(H,41,53)(H,42,56)(H,43,55)(H,47,48)(H,49,50)/t23-,24-,25-,26-/m0/s1

Standard InChI Key:  UXHPGNCYNVWMBM-CQJMVLFOSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372881

   (4S)-4-[[(2S)-1-[(2S)-5-amino-2-[[(2S)-5-amino-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]-5-oxopentanoyl]amino]-5-oxopentanoyl]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: 791.77

Molecular Weight (Monoisotopic): 791.2762

AlogP: -1.61

#Rotatable Bonds: 19

Polar Surface Area: 331.63

Molecular Species: ACID

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.35

CX Basic pKa: ┄

CX LogP: -3.08

CX LogD: -9.59

Aromatic Rings: 2

Heavy Atoms: 57

QED Weighted: 0.07

Np Likeness Score: -0.16

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