ID: ALA450708

Max Phase: Preclinical

Molecular Formula: C31H33N3O9

Molecular Weight: 591.62

Molecule Type: Small molecule

Representations

Synonyms (1): Renieramycin Q
Synonyms from Alternative Forms(1):

Canonical SMILES:  C/C=C(/C)C(=O)OC[C@H]1C2=C(C[C@H]3[C@H]4c5c(O)c(OC)c(C)c(O)c5C(=O)[C@@H]([C@H](C#N)N13)N4C)C(=O)C(C)=C(OC)C2=O

Standard InChI:  InChI=1S/C31H33N3O9/c1-8-12(2)31(40)43-11-18-19-15(24(35)13(3)29(41-6)27(19)38)9-16-22-20-21(25(36)14(4)30(42-7)28(20)39)26(37)23(33(22)5)17(10-32)34(16)18/h8,16-18,22-23,36,39H,9,11H2,1-7H3/b12-8-/t16-,17-,18-,22-,23+/m0/s1

Standard InChI Key:  TXQHLRYOWKLEFP-YIRKZLORSA-N

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

Properties

Molecular Weight: 591.62

Molecular Weight (Monoisotopic): 591.2217

AlogP: 2.18

#Rotatable Bonds: 5

Polar Surface Area: 166.70

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.99

CX Basic pKa: 1.26

CX LogP: 3.65

CX LogD: 3.64

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.22

Np Likeness Score: 2.30

References

1. Amnuoypol S, Suwanborirux K, Pummangura S, Kubo A, Tanaka C, Saito N..  (2004)  Chemistry of renieramycins. Part 5. Structure elucidation of renieramycin-type derivatives O, Q, R, and S from thai marine sponge Xestospongia species pretreated with potassium cyanide.,  67  (6): [PMID:15217287] [10.1021/np030534o]

2. Fang Y, Li H, Ji B, Cheng K, Wu B, Li Z, Zheng C, Hua H, Li D..  (2021)  Renieramycin-type alkaloids from marine-derived organisms: Synthetic chemistry, biological activity and structural modification.,  210  [PMID:33333398] [10.1016/j.ejmech.2020.113092]

Source

Source(1):

• Scientific Literature