1-Methoxymethyl-1H-pyrrole-2-carboxylic acid [2-(4-ethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yloxy)-ethyl]-amide

ID: ALA105590

Chembl Id: CHEMBL105590

PubChem CID: 44334487

Max Phase: Preclinical

Molecular Formula: C29H28N4O7

Molecular Weight: 544.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3cc(OCCNC(=O)c4cccn4COC)ccc3nc2-1

Standard InChI:  InChI=1S/C29H28N4O7/c1-3-29(37)21-13-24-25-18(14-33(24)27(35)20(21)15-40-28(29)36)11-17-12-19(6-7-22(17)31-25)39-10-8-30-26(34)23-5-4-9-32(23)16-38-2/h4-7,9,11-13,37H,3,8,10,14-16H2,1-2H3,(H,30,34)

Standard InChI Key:  XNMCNJAWTDBURN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA105590

   N-[2-[(19-ethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl)oxy]ethyl]-1-(methoxymethyl)pyrrole-2-carboxamide

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

Calculated Properties

Molecular Weight: 544.56

Molecular Weight (Monoisotopic): 544.1958

AlogP: 2.29

#Rotatable Bonds: 8

Polar Surface Area: 133.91

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.71

CX Basic pKa: 3.15

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.22

Np Likeness Score: 0.11

References

1. Zhao R, Oreski B, Lown J.  (1995)  Synthesis and antitumor activity of camptothecin derivatives bearing five-membered heterocycle containing 10-substituents,  5  (24): [10.1016/0960-894X(95)00538-5]

Source

Source(1):

• Scientific Literature