ID: ALA5169402

Max Phase: Preclinical

Molecular Formula: C33H35N3O9

Molecular Weight: 617.66

Representations

Canonical SMILES:  C/C=C(/C)C(=O)OC[C@H]1c2c(c(OC(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/C33H35N3O9/c1-8-14(2)33(40)42-12-23-24-19(29(45-17(5)37)16(4)31-32(24)44-13-43-31)10-21-26-25-18(27(38)15(3)30(41-7)28(25)39)9-20(35(26)6)22(11-34)36(21)23/h8,20-23,26H,9-10,12-13H2,1-7H3/b14-8-/t20-,21-,22-,23-,26-/m0/s1

Standard InChI Key:  FMTJPQKNNAGUKI-RKVQHWSPSA-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: 617.66

Molecular Weight (Monoisotopic): 617.2373

AlogP: 2.77

#Rotatable Bonds: 5

Polar Surface Area: 144.70

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: 3.11

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.21

Np Likeness Score: 2.19

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