ID: ALA4212280

Max Phase: Preclinical

Molecular Formula: C42H65N7O6S

Molecular Weight: 796.09

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC(=O)N(C)[C@H](C(=O)N1CCC[C@H]1C(=O)N(C)[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N(C)[C@H](C(=O)N(C)Cc1nccs1)C(C)C)C(C)C

Standard InChI:  InChI=1S/C42H65N7O6S/c1-12-17-35(50)47(10)37(29(6)7)42(55)49-22-16-20-32(49)40(53)46(9)33(25-30-18-14-13-15-19-30)38(51)44-31(24-27(2)3)39(52)48(11)36(28(4)5)41(54)45(8)26-34-43-21-23-56-34/h13-15,18-19,21,23,27-29,31-33,36-37H,12,16-17,20,22,24-26H2,1-11H3,(H,44,51)/t31-,32-,33-,36-,37-/m0/s1

Standard InChI Key:  XNASEKUWNLNRSN-LMUGUXCZSA-N

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

Properties

Molecular Weight: 796.09

Molecular Weight (Monoisotopic): 795.4717

AlogP: 4.46

#Rotatable Bonds: 19

Polar Surface Area: 143.54

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.24

CX Basic pKa: 2.19

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.22

Np Likeness Score: -0.45

References

1. Iwasaki A, Tadenuma T, Sumimoto S, Ohshiro T, Ozaki K, Kobayashi K, Teruya T, Tomoda H, Suenaga K..  (2017)  Biseokeaniamides A, B, and C, Sterol O-Acyltransferase Inhibitors from an Okeania sp. Marine Cyanobacterium.,  80  (4): [PMID:28294609] [10.1021/acs.jnatprod.7b00137]

2. Ohno O, Terasaki T, Sano T, Hitomi Y, Miyamoto J, Matsuno K..  (2020)  Inhibitory effects of biseokeaniamide A against lipopolysaccharide-induced signal transduction.,  30  (11): [PMID:32173199] [10.1016/j.bmcl.2020.127069]

Source

Source(1):

• Scientific Literature