ID: ALA5191895

Max Phase: Preclinical

Molecular Formula: C31H33N3O8

Molecular Weight: 575.62

Representations

Canonical SMILES:  C/C=C(/C)C(=O)OC[C@H]1c2c(c(O)c(C)c3c2OCO3)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/C31H33N3O8/c1-7-13(2)31(38)40-11-21-22-16(26(36)15(4)29-30(22)42-12-41-29)9-19-24-23-17(25(35)14(3)28(39-6)27(23)37)8-18(33(24)5)20(10-32)34(19)21/h7,18-21,24,36H,8-9,11-12H2,1-6H3/b13-7-/t18-,19-,20-,21-,24-/m0/s1

Standard InChI Key:  IQJUBXHJLWZKIQ-VUDUHCEQSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 575.62

Molecular Weight (Monoisotopic): 575.2268

AlogP: 2.55

#Rotatable Bonds: 4

Polar Surface Area: 138.63

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.29

CX Basic pKa: 3.15

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.32

Np Likeness Score: 2.38

References

1. 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]

2. Yokoya M, Yamazaki-Nakai M, Nakai K, Sirimangkalakitti N, Chamni S, Suwanborirux K, Saito N..  (2023)  Transformation of Renieramycin M into Renieramycins T and S by Intramolecular Photoredox Reaction of 7-Methoxy-6-methyl-1,2,3,4-tetrahydroisoquinoline-5,8-dione Derivatives.,  86  (1.0): [PMID:36631738] [10.1021/acs.jnatprod.2c00974]

Source

Source(1):

• Scientific Literature