ID: ALA499703

Max Phase: Preclinical

Molecular Formula: C30H36N2O10

Molecular Weight: 584.62

Molecule Type: Small molecule

Representations

Synonyms (1): Renieramycin J
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)c5[C@H](O)[C@@H]([C@H](O)N13)N4C)C(=O)C(C)=C(OC)C2=O

Standard InChI:  InChI=1S/C30H36N2O10/c1-8-11(2)30(39)42-10-16-17-14(22(33)12(3)27(40-6)25(17)36)9-15-20-18-19(23(34)13(4)28(41-7)26(18)37)24(35)21(31(20)5)29(38)32(15)16/h8,15-16,20-21,24,29,34-35,37-38H,9-10H2,1-7H3/b11-8-/t15-,16-,20-,21-,24-,29-/m0/s1

Standard InChI Key:  SKXSGLVROQRUTK-IGJCFTIESA-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: 584.62

Molecular Weight (Monoisotopic): 584.2370

AlogP: 1.46

#Rotatable Bonds: 5

Polar Surface Area: 166.30

Molecular Species: NEUTRAL

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.55

CX Basic pKa: 5.04

CX LogP: 2.60

CX LogD: 2.59

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.17

Np Likeness Score: 2.46

References

1. Oku N, Matsunaga S, van Soest RW, Fusetani N..  (2003)  Renieramycin J, a highly cytotoxic tetrahydroisoquinoline alkaloid, from a marine sponge Neopetrosia sp..,  66  (8): [PMID:12932144] [10.1021/np030092g]

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