(S)-methyl 1-((6S,9S,12R)-12-benzyl-6-isobutyl-5,9,11-trimethyl-1-((S)-1-((2R,3S)-3-methyl-2-(3-phenylpropioloyloxy)pentanoyl)pyrrolidin-2-yl)-1,4,7,10-tetraoxo-2,5,8,11-tetraazatridecane)pyrrolidine-2-carboxylate

ID: ALA4176134

Chembl Id: CHEMBL4176134

PubChem CID: 145971455

Max Phase: Preclinical

Molecular Formula: C48H64N6O10

Molecular Weight: 885.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H](OC(=O)C#Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)NCC(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N(C)[C@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)OC

Standard InChI:  InChI=1S/C48H64N6O10/c1-9-32(4)42(64-41(56)25-24-34-18-12-10-13-19-34)47(61)53-26-16-22-36(53)43(57)49-30-40(55)51(6)38(28-31(2)3)44(58)50-33(5)45(59)52(7)39(29-35-20-14-11-15-21-35)46(60)54-27-17-23-37(54)48(62)63-8/h10-15,18-21,31-33,36-39,42H,9,16-17,22-23,26-30H2,1-8H3,(H,49,57)(H,50,58)/t32-,33-,36-,37-,38-,39+,42+/m0/s1

Standard InChI Key:  MFUJENNOOPDNPH-GUBAZUDTSA-N

Alternative Forms

1. Parent:

   

   ALA4176134

   ---

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: 885.07

Molecular Weight (Monoisotopic): 884.4684

AlogP: 2.71

#Rotatable Bonds: 18

Polar Surface Area: 192.04

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 16

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.07

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.17

Np Likeness Score: -0.19

References

1. Al-Awadhi FH, Gao B, Rezaei MA, Kwan JC, Li C, Ye T, Paul VJ, Luesch H..  (2018)  Discovery, Synthesis, Pharmacological Profiling, and Biological Characterization of Brintonamides A-E, Novel Dual Protease and GPCR Modulators from a Marine Cyanobacterium.,  61  (14): [PMID:30015488] [10.1021/acs.jmedchem.8b00885]

Source

Source(1):

• Scientific Literature