Brintonamide B

ID: ALA4174297

Chembl Id: CHEMBL4174297

PubChem CID: 145949555

Max Phase: Preclinical

Molecular Formula: C38H58N6O9

Molecular Weight: 742.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1CCCN1C(=O)[C@@H](Cc1ccccc1)N(C)C(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@H](O)C(C)C

Standard InChI:  InChI=1S/C38H58N6O9/c1-23(2)20-29(41(6)31(45)22-39-33(47)27-16-12-18-43(27)37(51)32(46)24(3)4)34(48)40-25(5)35(49)42(7)30(21-26-14-10-9-11-15-26)36(50)44-19-13-17-28(44)38(52)53-8/h9-11,14-15,23-25,27-30,32,46H,12-13,16-22H2,1-8H3,(H,39,47)(H,40,48)/t25-,27-,28-,29-,30+,32+/m0/s1

Standard InChI Key:  JQMRBQCVOQBYQU-BANKALSUSA-N

Alternative Forms

1. Parent:

   

   ALA4174297

   ---

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: 742.92

Molecular Weight (Monoisotopic): 742.4265

AlogP: 0.72

#Rotatable Bonds: 16

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: 12.14

CX Basic pKa: ┄

CX LogP: 0.68

CX LogD: 0.68

Aromatic Rings: 1

Heavy Atoms: 53

QED Weighted: 0.21

Np Likeness Score: -0.21

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