Brintonamide C

ID: ALA4163618

Chembl Id: CHEMBL4163618

PubChem CID: 145958767

Max Phase: Preclinical

Molecular Formula: C50H73N7O10

Molecular Weight: 932.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@@H](OC(=O)[C@H](Cc1ccccc1)N(C)C)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/C50H73N7O10/c1-11-33(4)43(67-50(65)41(53(6)7)30-36-22-16-13-17-23-36)48(63)56-26-18-24-37(56)44(59)51-31-42(58)54(8)39(28-32(2)3)45(60)52-34(5)46(61)55(9)40(29-35-20-14-12-15-21-35)47(62)57-27-19-25-38(57)49(64)66-10/h12-17,20-23,32-34,37-41,43H,11,18-19,24-31H2,1-10H3,(H,51,59)(H,52,60)/t33-,34-,37-,38-,39-,40+,41-,43+/m0/s1

Standard InChI Key:  YUUZXYIURFEAIK-WJUYPRDGSA-N

Alternative Forms

1. Parent:

   

   ALA4163618

   ---

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: 932.17

Molecular Weight (Monoisotopic): 931.5419

AlogP: 2.84

#Rotatable Bonds: 22

Polar Surface Area: 195.28

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.16

CX Basic pKa: 6.34

CX LogP: 3.68

CX LogD: 3.64

Aromatic Rings: 2

Heavy Atoms: 67

QED Weighted: 0.17

Np Likeness Score: -0.08

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