Brintonamide A

ID: ALA4173913

Chembl Id: CHEMBL4173913

PubChem CID: 145951877

Max Phase: Preclinical

Molecular Formula: C39H60N6O9

Molecular Weight: 756.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H](O)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/C39H60N6O9/c1-9-25(4)33(47)38(52)44-19-13-17-28(44)34(48)40-23-32(46)42(6)30(21-24(2)3)35(49)41-26(5)36(50)43(7)31(22-27-15-11-10-12-16-27)37(51)45-20-14-18-29(45)39(53)54-8/h10-12,15-16,24-26,28-31,33,47H,9,13-14,17-23H2,1-8H3,(H,40,48)(H,41,49)/t25-,26-,28-,29-,30-,31+,33+/m0/s1

Standard InChI Key:  VTNRKBDEFHTOLI-IUEZVBNUSA-N

Alternative Forms

1. Parent:

   

   ALA4173913

   ---

Molecule Features

Natural Product: Yes

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: 756.94

Molecular Weight (Monoisotopic): 756.4422

AlogP: 1.11

#Rotatable Bonds: 17

Polar Surface Area: 185.97

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.15

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: 1

Heavy Atoms: 54

QED Weighted: 0.20

Np Likeness Score: -0.13

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