2-((2S,5R,8S,11S)-11-(3-guanidinopropyl)-5-(4-hydroxybenzyl)-3,6,9,12,15-pentaoxo-8-(4-pent-4-ynamidobutyl)-1,4,7,10,13-pentaazacyclopentadecan-2-yl)acetic acid

ID: ALA4786013

PubChem CID: 162668316

Max Phase: Preclinical

Molecular Formula: C32H45N9O9

Molecular Weight: 699.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCCC(=O)NCCCC[C@@H]1NC(=O)[C@@H](Cc2ccc(O)cc2)NC(=O)[C@H](CC(=O)O)NC(=O)CNC(=O)[C@H](CCCNC(=N)N)NC1=O

Standard InChI:  InChI=1S/C32H45N9O9/c1-2-3-9-25(43)35-14-5-4-7-22-29(48)39-21(8-6-15-36-32(33)34)28(47)37-18-26(44)38-24(17-27(45)46)31(50)41-23(30(49)40-22)16-19-10-12-20(42)13-11-19/h1,10-13,21-24,42H,3-9,14-18H2,(H,35,43)(H,37,47)(H,38,44)(H,39,48)(H,40,49)(H,41,50)(H,45,46)(H4,33,34,36)/t21-,22-,23+,24-/m0/s1

Standard InChI Key:  YJESDAXOEBZMFX-XQUALCHDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4786013

   ---

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: 699.77

Molecular Weight (Monoisotopic): 699.3340

AlogP: -2.56

#Rotatable Bonds: 15

Polar Surface Area: 294.03

Molecular Species: ZWITTERION

HBA: 9

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.88

CX Basic pKa: 12.68

CX LogP: -4.63

CX LogD: -4.63

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.04

Np Likeness Score: 0.68

References

1. Wu C,Cheng Z,Lu D,Liu K,Cheng Y,Wang P,Zhou Y,Li M,Shao X,Li H,Su W,Fang L.  (2021)  Novel N-Methylated Cyclodepsipeptide Prodrugs for Targeted Cancer Therapy.,  64  (2.0): [PMID:33417771] [10.1021/acs.jmedchem.0c01387]

Source

Source(1):

• Scientific Literature