4-{4-[Bis(2-chloroethyl)amino]phenyl}-N-(2-{2-[4-(3,4,6-triO-acetyl-2-deoxy-2-fluoro-beta-D-glucopyranosyloxy)phenylamino]-2-oxoethylamino}-2-oxoethyl)butanamide

ID: ALA4209847

Chembl Id: CHEMBL4209847

PubChem CID: 145967093

Max Phase: Preclinical

Molecular Formula: C36H45Cl2FN4O11

Molecular Weight: 799.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](Oc2ccc(NC(=O)CNC(=O)CNC(=O)CCCc3ccc(N(CCCl)CCCl)cc3)cc2)[C@H](F)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C36H45Cl2FN4O11/c1-22(44)50-21-29-34(51-23(2)45)35(52-24(3)46)33(39)36(54-29)53-28-13-9-26(10-14-28)42-32(49)20-41-31(48)19-40-30(47)6-4-5-25-7-11-27(12-8-25)43(17-15-37)18-16-38/h7-14,29,33-36H,4-6,15-21H2,1-3H3,(H,40,47)(H,41,48)(H,42,49)/t29-,33-,34-,35-,36-/m1/s1

Standard InChI Key:  MLZAJBLXXWYKAQ-XGUABOAESA-N

Alternative Forms

1. Parent:

   

   ALA4209847

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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: 799.68

Molecular Weight (Monoisotopic): 798.2446

AlogP: 3.03

#Rotatable Bonds: 20

Polar Surface Area: 187.90

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.23

CX Basic pKa: 1.72

CX LogP: 2.80

CX LogD: 2.80

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.10

Np Likeness Score: -0.04

References

1. El Hilali M, Reux B, Debiton E, Leal F, Galmier MJ, Vivier M, Chezal JM, Miot-Noirault E, Coudert P, Weber V..  (2017)  Linker structure-activity relationships in fluorodeoxyglucose chlorambucil conjugates for tumor-targeted chemotherapy.,  25  (20): [PMID:28927903] [10.1016/j.bmc.2017.08.043]

Source

Source(1):

• Scientific Literature