ID: ALA450755

Max Phase: Preclinical

Molecular Formula: C35H39N3O10

Molecular Weight: 661.71

Molecule Type: Small molecule

Representations

Canonical SMILES:  C/C=C(/C)C(=O)OC[C@H]1c2c(c(OC(C)=O)c(C)c(OC)c2OC(C)=O)C[C@H]2[C@H]3C4=C(C[C@@H]([C@H](C#N)N12)N3C)C(=O)C(C)=C(OC)C4=O

Standard InChI:  InChI=1S/C35H39N3O10/c1-10-15(2)35(43)46-14-25-26-21(31(47-18(5)39)17(4)33(45-9)34(26)48-19(6)40)12-23-28-27-20(29(41)16(3)32(44-8)30(27)42)11-22(37(28)7)24(13-36)38(23)25/h10,22-25,28H,11-12,14H2,1-9H3/b15-10-/t22-,23-,24-,25-,28-/m0/s1

Standard InChI Key:  HODZWRQXYVCJIV-BVQANZCBSA-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: 661.71

Molecular Weight (Monoisotopic): 661.2635

AlogP: 2.98

#Rotatable Bonds: 7

Polar Surface Area: 161.77

Molecular Species: NEUTRAL

HBA: 13

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 3.10

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.18

Np Likeness Score: 2.05

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