(5R,8S,11R,15S,18S,19S,22R)-15-benzyl-8-isobutyl-1,5,18,19-tetramethyl-3,6,9,13,16,20,25-heptaoxo-1,4,7,10,14,17,21-heptaazacyclopentacosane-11,22-dicarboxylic acid

ID: ALA4210922

Chembl Id: CHEMBL4210922

PubChem CID: 145964099

Max Phase: Preclinical

Molecular Formula: C35H51N7O11

Molecular Weight: 745.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H]1NC(=O)[C@@H](C)NC(=O)CN(C)C(=O)CC[C@H](C(=O)O)NC(=O)[C@@H](C)[C@H](C)NC(=O)[C@H](Cc2ccccc2)NC(=O)C[C@H](C(=O)O)NC1=O

Standard InChI:  InChI=1S/C35H51N7O11/c1-18(2)14-24-33(49)41-26(35(52)53)16-27(43)38-25(15-22-10-8-7-9-11-22)32(48)37-20(4)19(3)30(46)39-23(34(50)51)12-13-29(45)42(6)17-28(44)36-21(5)31(47)40-24/h7-11,18-21,23-26H,12-17H2,1-6H3,(H,36,44)(H,37,48)(H,38,43)(H,39,46)(H,40,47)(H,41,49)(H,50,51)(H,52,53)/t19-,20-,21+,23+,24-,25-,26+/m0/s1

Standard InChI Key:  ZCDKYAHFMSVFHS-ZWUHPVAQSA-N

Alternative Forms

1. Parent:

   

   ALA4210922

   ---

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: 745.83

Molecular Weight (Monoisotopic): 745.3647

AlogP: -1.33

#Rotatable Bonds: 6

Polar Surface Area: 269.51

Molecular Species: ACID

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.40

CX Basic pKa: ┄

CX LogP: -1.56

CX LogD: -8.16

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.17

Np Likeness Score: 0.93

References

1. Fontanillo M, Köhn M..  (2018)  Microcystins: Synthesis and structure-activity relationship studies toward PP1 and PP2A.,  26  (6): [PMID:28893598] [10.1016/j.bmc.2017.08.040]

Source

Source(1):

• Scientific Literature