(2aR,2a1S,5S,5aR,6S,9aR)-2a-isopropyl-8-(4-methoxyphenethyl)-2-tosyl-1,2,2a,2a1,5,5a,6,7,8,9-decahydro-6,9a-epoxyazepino[3,4,5-cd]indol-5-ol

ID: ALA5285618

Max Phase: Preclinical

Molecular Formula: C30H38N2O5S

Molecular Weight: 538.71

Names and Identifiers

Canonical SMILES:  COc1ccc(CCN2C[C@H]3O[C@]4(C2)CN(S(=O)(=O)c2ccc(C)cc2)[C@]2(C(C)C)C=C[C@H](O)[C@H]3[C@H]42)cc1

Standard InChI:  InChI=1S/C30H38N2O5S/c1-20(2)30-15-13-25(33)27-26-17-31(16-14-22-7-9-23(36-4)10-8-22)18-29(37-26,28(27)30)19-32(30)38(34,35)24-11-5-21(3)6-12-24/h5-13,15,20,25-28,33H,14,16-19H2,1-4H3/t25-,26+,27+,28+,29+,30-/m0/s1

Standard InChI Key:  JGIPKQWXNFWPMT-LEHZDZAPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5285618

   ---

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

Calculated Properties

Molecular Weight: 538.71

Molecular Weight (Monoisotopic): 538.2501

AlogP: 3.26

#Rotatable Bonds: 7

Polar Surface Area: 79.31

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.99

CX LogP: 3.75

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.55

Np Likeness Score: 0.08

References

1. Hassan H, Chiavaralli J, Hassan A, Bedda L, Krischuns T, Chen KY, Li ASM, Delpal A, Decroly E, Vedadi M, Naffakh N, Agou F, Mallart S, Arafa RK, Arimondo PB..  (2023)  Design and synthesis of naturally-inspired SARS-CoV-2 inhibitors.,  14  (3): [PMID:36970153] [10.1039/d2md00149g]

Source

Source(1):

• Scientific Literature