(S)-4-ethyl 1-((11bS,12S,14aR)-13-methoxy-2,3,5,6,11b,12-hexahydro-1H-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-12-yl)2-(4-hydroxybenzyl)succinate

ID: ALA5266030

Chembl Id: CHEMBL5266030

Max Phase: Preclinical

Molecular Formula: C31H35NO8

Molecular Weight: 549.62

Names and Identifiers

Canonical SMILES:  CCOC(=O)C[C@H](Cc1ccc(O)cc1)C(=O)O[C@@H]1C(OC)=C[C@]23CCCN2CCc2cc4c(cc2[C@H]13)OCO4

Standard InChI:  InChI=1S/C31H35NO8/c1-3-37-27(34)15-21(13-19-5-7-22(33)8-6-19)30(35)40-29-26(36-2)17-31-10-4-11-32(31)12-9-20-14-24-25(39-18-38-24)16-23(20)28(29)31/h5-8,14,16-17,21,28-29,33H,3-4,9-13,15,18H2,1-2H3/t21-,28+,29+,31-/m0/s1

Standard InChI Key:  NRKFOXSWEWMUML-WWTHJZLYSA-N

Alternative Forms

1. Parent:

   

   ALA5266030

   ---

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: 549.62

Molecular Weight (Monoisotopic): 549.2363

AlogP: 3.86

#Rotatable Bonds: 8

Polar Surface Area: 103.76

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.77

CX Basic pKa: 9.16

CX LogP: 3.01

CX LogD: 1.67

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.49

Np Likeness Score: 1.50

References

1. Yang Y, Yu Q, Hu L, Dai B, Qi R, Chang Y, Zhang Q, Zhang Z, Li Y, Zhang X..  (2022)  Enantioselective semisynthesis of novel cephalotaxine esters with potent antineoplastic activities against leukemia.,  244  [PMID:36242991] [10.1016/j.ejmech.2022.114731]

Source

Source(1):

• Scientific Literature