(2-{[1-(2-{2-[(9,10-Dioxo-9,10-dihydro-phenanthrene-2-carbonyl)-amino]-5-guanidino-pentanoylamino}-5-guanidino-pentanoyl)-pyrrolidine-2-carbonyl]-amino}-5-guanidino-pentanoylamino)-acetic acid

ID: ALA3144418

PubChem CID: 10605667

Max Phase: Preclinical

Molecular Formula: C40H54N14O9

Molecular Weight: 874.96

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

Standard InChI:  InChI=1S/C40H54N14O9/c41-38(42)47-15-3-9-26(34(60)50-20-30(55)56)52-36(62)29-12-6-18-54(29)37(63)28(11-5-17-49-40(45)46)53-35(61)27(10-4-16-48-39(43)44)51-33(59)21-13-14-23-22-7-1-2-8-24(22)31(57)32(58)25(23)19-21/h1-2,7-8,13-14,19,26-29H,3-6,9-12,15-18,20H2,(H,50,60)(H,51,59)(H,52,62)(H,53,61)(H,55,56)(H4,41,42,47)(H4,43,44,48)(H4,45,46,49)/t26-,27-,28-,29-/m0/s1

Standard InChI Key:  FIPINGAJOABJKA-DZUOILHNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3144418

   2-[[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-1-[(2S)-5-(diaminomethylideneamino)-2-[[(2S)-5-(diaminomethylideneamino)-2-[(9,10-dioxophenanthrene-2-carbonyl)amino]pentanoyl]amino]pentanoyl]pyrrolidine-2-carbonyl]amino]pentanoyl]amino]acetic 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: 874.96

Molecular Weight (Monoisotopic): 874.4198

AlogP: -2.22

#Rotatable Bonds: 22

Polar Surface Area: 393.85

Molecular Species: ZWITTERION

HBA: 11

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 17

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.71

CX Basic pKa: 12.73

CX LogP: -5.35

CX LogD: -9.60

Aromatic Rings: 2

Heavy Atoms: 63

QED Weighted: 0.03

Np Likeness Score: -0.10

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