ID: ALA557545

Max Phase: Preclinical

Molecular Formula: C28H29N3O8

Molecular Weight: 535.55

Molecule Type: Small molecule

Representations

Synonyms (1): Cyanojorumycin
Synonyms from Alternative Forms(1):

Canonical SMILES:  COC1=C(C)C(=O)C2=C(C1=O)[C@@H]1[C@@H]3CC4=C(C(=O)C(OC)=C(C)C4=O)[C@H](COC(C)=O)N3[C@@H](C#N)[C@H](C2)N1C

Standard InChI:  InChI=1S/C28H29N3O8/c1-11-23(33)14-8-17-22-21-15(24(34)12(2)28(38-6)26(21)36)7-16(30(22)4)18(9-29)31(17)19(10-39-13(3)32)20(14)25(35)27(11)37-5/h16-19,22H,7-8,10H2,1-6H3/t16-,17-,18-,19-,22-/m0/s1

Standard InChI Key:  NLVLCGZLXXPBHW-SHUHUVMISA-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: 535.55

Molecular Weight (Monoisotopic): 535.1955

AlogP: 0.71

#Rotatable Bonds: 4

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: 0.91

CX LogD: 0.91

Aromatic Rings: 0

Heavy Atoms: 39

QED Weighted: 0.37

Np Likeness Score: 1.71

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