(S)-2-(3-((S)-5-(6-azido-N-(4-bromobenzyl)hexanamido)-1-carboxypentyl)ureido)pentanedioic acid

ID: ALA4449364

Chembl Id: CHEMBL4449364

PubChem CID: 155520777

Max Phase: Preclinical

Molecular Formula: C25H35BrN6O8

Molecular Weight: 627.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCCCCCC(=O)N(CCCC[C@H](NC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)Cc1ccc(Br)cc1

Standard InChI:  InChI=1S/C25H35BrN6O8/c26-18-10-8-17(9-11-18)16-32(21(33)7-2-1-4-14-28-31-27)15-5-3-6-19(23(36)37)29-25(40)30-20(24(38)39)12-13-22(34)35/h8-11,19-20H,1-7,12-16H2,(H,34,35)(H,36,37)(H,38,39)(H2,29,30,40)/t19-,20-/m0/s1

Standard InChI Key:  CNGRDPJCVVVQOZ-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA4449364

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 627.49

Molecular Weight (Monoisotopic): 626.1700

AlogP: 3.89

#Rotatable Bonds: 20

Polar Surface Area: 222.10

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -10.20

CX Basic pKa: ┄

CX LogP: 2.65

CX LogD: -7.30

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.06

Np Likeness Score: -0.37

References

1. Machulkin AE, Skvortsov DA, Ivanenkov YA, Ber AP, Kavalchuk MV, Aladinskaya AV, Uspenskaya AA, Shafikov RR, Plotnikova EA, Yakubovskaya RI, Nimenko EA, Zyk NU, Beloglazkina EK, Zyk NV, Koteliansky VE, Majouga AG..  (2019)  Synthesis and biological evaluation of PSMA-targeting paclitaxel conjugates.,  29  (16): [PMID:31248772] [10.1016/j.bmcl.2019.06.035]

Source

Source(1):

• Scientific Literature