(3S,7S,25S,28S)-33-Azido-12,25,28-tribenzyl-5,13,20,23,26,29-hexaoxo-4,6,12,19,24,27,30-heptaazatritriacontane-1,3,7-tricarboxylic Acid

ID: ALA5174173

Chembl Id: CHEMBL5174173

PubChem CID: 168271563

Max Phase: Preclinical

Molecular Formula: C50H66N10O12

Molecular Weight: 999.14

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=NCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC(=O)CCC(=O)NCCCCCC(=O)N(CCCC[C@H](NC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O)Cc1ccccc1

Standard InChI:  InChI=1S/C50H66N10O12/c51-59-54-30-15-29-53-46(66)40(32-35-16-5-1-6-17-35)56-47(67)41(33-36-18-7-2-8-19-36)55-43(62)26-25-42(61)52-28-13-4-11-23-44(63)60(34-37-20-9-3-10-21-37)31-14-12-22-38(48(68)69)57-50(72)58-39(49(70)71)24-27-45(64)65/h1-3,5-10,16-21,38-41H,4,11-15,22-34H2,(H,52,61)(H,53,66)(H,55,62)(H,56,67)(H,64,65)(H,68,69)(H,70,71)(H2,57,58,72)/t38-,39-,40-,41-/m0/s1

Standard InChI Key:  ODVNIPWOIOANKD-MFDNGWNGSA-N

Alternative Forms

1. Parent:

   

   ALA5174173

   ---

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: 999.14

Molecular Weight (Monoisotopic): 998.4862

AlogP: 3.98

#Rotatable Bonds: 35

Polar Surface Area: 338.50

Molecular Species: ACID

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 22

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.20

CX Basic pKa: 4.29

CX LogP: 2.44

CX LogD: -7.51

Aromatic Rings: 3

Heavy Atoms: 72

QED Weighted: 0.02

Np Likeness Score: -0.27

References

1. Machulkin AE, Shafikov RR, Uspenskaya AA, Petrov SA, Ber AP, Skvortsov DA, Nimenko EA, Zyk NU, Smirnova GB, Pokrovsky VS, Abakumov MA, Saltykova IV, Akhmirov RT, Garanina AS, Polshakov VI, Saveliev OY, Ivanenkov YA, Aladinskaya AV, Finko AV, Yamansarov EU, Krasnovskaya OO, Erofeev AS, Gorelkin PV, Dontsova OA, Beloglazkina EK, Zyk NV, Khazanova ES, Majouga AG..  (2021)  Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them.,  64  (8.0): [PMID:33822606] [10.1021/acs.jmedchem.0c01935]

2. Machulkin AE, Uspenskaya AA, Zyk NY, Nimenko EA, Ber AP, Petrov SA, Shafikov RR, Skvortsov DA, Smirnova GB, Borisova YA, Pokrovsky VS, Kolmogorov VS, Vaneev AN, Ivanenkov YA, Khudyakov AD, Kovalev SV, Erofeev AS, Gorelkin PV, Beloglazkina EK, Zyk NV, Khazanova ES, Majouga AG..  (2022)  PSMA-targeted small-molecule docetaxel conjugate: Synthesis and preclinical evaluation.,  227  [PMID:34717125] [10.1016/j.ejmech.2021.113936]

Source

Source(1):

• Scientific Literature