(2S)-2-[[2-[2-[2-[bis(carboxymethyl)amino]ethyl-(carboxymethyl)amino]ethyl-(carboxymethyl)amino]acetyl]amino]-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid

ID: ALA5220282

PubChem CID: 148939803

Max Phase: Preclinical

Molecular Formula: C27H39Cl2N5O11

Molecular Weight: 680.54

Names and Identifiers

Canonical SMILES:  O=C(O)CN(CCN(CC(=O)O)CC(=O)O)CCN(CC(=O)O)CC(=O)N[C@@H](Cc1ccc(N(CCCl)CCCl)cc1)C(=O)O

Standard InChI:  InChI=1S/C27H39Cl2N5O11/c28-5-7-34(8-6-29)20-3-1-19(2-4-20)13-21(27(44)45)30-22(35)14-32(16-24(38)39)11-9-31(15-23(36)37)10-12-33(17-25(40)41)18-26(42)43/h1-4,21H,5-18H2,(H,30,35)(H,36,37)(H,38,39)(H,40,41)(H,42,43)(H,44,45)/t21-/m0/s1

Standard InChI Key:  PNRGCNWKVCKRJB-NRFANRHFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5220282

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 680.54

Molecular Weight (Monoisotopic): 679.2023

AlogP: -0.67

#Rotatable Bonds: 25

Polar Surface Area: 228.56

Molecular Species: ZWITTERION

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.61

CX Basic pKa: 10.32

CX LogP: -2.76

CX LogD: -15.44

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: -0.45

References

1. Pahwa R, Chhabra J, Kumar R, Narang R..  (2022)  Melphalan: Recent insights on synthetic, analytical and medicinal aspects.,  238  [PMID:35665692] [10.1016/j.ejmech.2022.114494]

Source

Source(1):

• Scientific Literature