4-(Carboxymethyl-carbamoyl)-4-{[1-(2-{2-[(9,10-dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-acetyl)-pyrrolidine-2-carbonyl]-amino}-butyric acid

ID: ALA2372893

PubChem CID: 10700244

Max Phase: Preclinical

Molecular Formula: C35H40N8O11

Molecular Weight: 748.75

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)NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O

Standard InChI:  InChI=1S/C35H40N8O11/c36-35(37)38-13-3-7-23(41-31(51)18-9-10-20-19-5-1-2-6-21(19)29(49)30(50)22(20)15-18)32(52)39-16-26(44)43-14-4-8-25(43)34(54)42-24(11-12-27(45)46)33(53)40-17-28(47)48/h1-2,5-6,9-10,15,23-25H,3-4,7-8,11-14,16-17H2,(H,39,52)(H,40,53)(H,41,51)(H,42,54)(H,45,46)(H,47,48)(H4,36,37,38)/t23-,24-,25-/m0/s1

Standard InChI Key:  VKMIIJREOGRMPZ-SDHOMARFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2372893

   (4S)-5-(carboxymethylamino)-4-[[(2S)-1-[2-[[(2S)-5-(diaminomethylideneamino)-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]pentanoyl]amino]acetyl]pyrrolidine-2-carbonyl]amino]-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: 748.75

Molecular Weight (Monoisotopic): 748.2817

AlogP: -1.25

#Rotatable Bonds: 17

Polar Surface Area: 307.35

Molecular Species: ZWITTERION

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.35

CX Basic pKa: 11.64

CX LogP: -4.14

CX LogD: -7.16

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: -0.21

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