ID: ALA554604

Max Phase: Preclinical

Molecular Formula: C29H31N3O8

Molecular Weight: 549.58

Molecule Type: Small molecule

Representations

Synonyms (1): Jorunnamycin C
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C29H31N3O8/c1-7-20(33)40-11-19-21-14(24(34)12(2)28(38-5)26(21)36)9-17-23-22-15(25(35)13(3)29(39-6)27(22)37)8-16(31(23)4)18(10-30)32(17)19/h16-19,23H,7-9,11H2,1-6H3/t16-,17-,18-,19-,23-/m0/s1

Standard InChI Key:  HCGWVXFEHZVFMD-QUVRYOLLSA-N

Molecule Features

Natural Product: Yes

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: 549.58

Molecular Weight (Monoisotopic): 549.2111

AlogP: 1.10

#Rotatable Bonds: 5

Polar Surface Area: 143.31

Molecular Species: NEUTRAL

HBA: 11

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 2.24

CX LogP: 1.61

CX LogD: 1.61

Aromatic Rings: 0

Heavy Atoms: 40

QED Weighted: 0.36

Np Likeness Score: 1.57

References

1. Charupant K, Daikuhara N, Saito E, Amnuoypol S, Suwanborirux K, Owa T, Saito N..  (2009)  Chemistry of renieramycins. Part 8: synthesis and cytotoxicity evaluation of renieramycin M-jorunnamycin A analogues.,  17  (13): [PMID:19457672] [10.1016/j.bmc.2009.05.009]

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