ID: ALA454372

Max Phase: Preclinical

Molecular Formula: C32H35N3O9

Molecular Weight: 605.64

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  C/C=C(/C)C(=O)OC[C@H]1C2=C(C[C@H]3[C@H]4C5=C(C(=O)C(C)=C(OC)C5=O)[C@H](OC)[C@@H]([C@H](C#N)N13)N4C)C(=O)C(C)=C(OC)C2=O

Standard InChI:  InChI=1S/C32H35N3O9/c1-9-13(2)32(40)44-12-19-20-16(25(36)14(3)29(41-6)27(20)38)10-17-23-21-22(26(37)15(4)30(42-7)28(21)39)31(43-8)24(34(23)5)18(11-33)35(17)19/h9,17-19,23-24,31H,10,12H2,1-8H3/b13-9-/t17-,18-,19-,23-,24+,31-/m0/s1

Standard InChI Key:  BOKXUQWFDNEZJR-CLVVFYOESA-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: 605.64

Molecular Weight (Monoisotopic): 605.2373

AlogP: 1.28

#Rotatable Bonds: 6

Polar Surface Area: 152.54

Molecular Species: NEUTRAL

HBA: 12

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 2.01

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 0

Heavy Atoms: 44

QED Weighted: 0.24

Np Likeness Score: 2.13

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