1-Methoxymethyl-4-{[1-methoxymethyl-4-(1-methyl-8-oxo-1,3,4,8-tetrahydro-pyrrolo[4,3,2-de]quinolin-7-ylamino)-1H-pyrrole-2-carbonyl]-amino}-1H-pyrrole-2-carboxylic acid ethyl ester

ID: ALA69977

Chembl Id: CHEMBL69977

PubChem CID: 44309266

Max Phase: Preclinical

Molecular Formula: C27H30N6O6

Molecular Weight: 534.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cc(NC(=O)c2cc(NC3=CC4=NCCc5cn(C)c(c54)C3=O)cn2COC)cn1COC

Standard InChI:  InChI=1S/C27H30N6O6/c1-5-39-27(36)22-9-18(13-33(22)15-38-4)30-26(35)21-8-17(12-32(21)14-37-3)29-20-10-19-23-16(6-7-28-19)11-31(2)24(23)25(20)34/h8-13,29H,5-7,14-15H2,1-4H3,(H,30,35)

Standard InChI Key:  XTYYAPRZUVBBHD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA69977

   Ethyl 1-(methoxymethyl)-4-[[1-(methoxymethyl)-4-[(2-methyl-11-oxo-2,7-diazatricyclo[6.3.1.04,12]dodeca-1(12),3,7,9-tetraen-10-yl)amino]pyrrole-2-carbonyl]amino]pyrrole-2-carboxylate

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: 534.57

Molecular Weight (Monoisotopic): 534.2227

AlogP: 2.80

#Rotatable Bonds: 10

Polar Surface Area: 130.11

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.18

CX Basic pKa: 6.59

CX LogP: 1.94

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.38

Np Likeness Score: 0.22

References

1. Zhao R, Oreski B, William Lown J.  (1996)  Synthesis and biological evaluation of hybrid molecules containing the pyrroloquinoline nucleus and DNA-minor groove binders,  6  (18): [10.1016/0960-894X(96)00395-2]

Source

Source(1):

• Scientific Literature