(13S,15S,26Z,7E)-15-(Hydroxymethyl)-41-(3-methoxybenzyl)-42-oxo-41,42,43,44-tetrahydro-5,10-dioxa-3-aza-4(6,8)-quinolina-2(5,7)-pyrazolo[1,5-a]pyrimidina-1(1,3)-pyrrolidinacyclodecaphan-7-ene-23-carbonitrile

ID: ALA4073463

Chembl Id: CHEMBL4073463

PubChem CID: 137641266

Max Phase: Preclinical

Molecular Formula: C33H33N7O5

Molecular Weight: 607.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(CN2C(=O)CCc3cc4cc(c32)OC/C=C/CO[C@H]2C[C@@H](CO)N(C2)c2cc(n3ncc(C#N)c3n2)N4)c1

Standard InChI:  InChI=1S/C33H33N7O5/c1-43-26-6-4-5-21(11-26)18-39-31(42)8-7-22-12-24-13-28(32(22)39)45-10-3-2-9-44-27-14-25(20-41)38(19-27)29-15-30(36-24)40-33(37-29)23(16-34)17-35-40/h2-6,11-13,15,17,25,27,36,41H,7-10,14,18-20H2,1H3/b3-2+/t25-,27-/m0/s1

Standard InChI Key:  VITPQBKTOKJUOO-RVZKJJCTSA-N

Alternative Forms

1. Parent:

   

   ALA4073463

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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: 607.67

Molecular Weight (Monoisotopic): 607.2543

AlogP: 3.74

#Rotatable Bonds: 4

Polar Surface Area: 137.48

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.12

CX LogP: 3.18

CX LogD: 3.18

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.33

Np Likeness Score: -0.57

References

1. McCoull W, Abrams RD, Anderson E, Blades K, Barton P, Box M, Burgess J, Byth K, Cao Q, Chuaqui C, Carbajo RJ, Cheung T, Code E, Ferguson AD, Fillery S, Fuller NO, Gangl E, Gao N, Grist M, Hargreaves D, Howard MR, Hu J, Kemmitt PD, Nelson JE, O'Connell N, Prince DB, Raubo P, Rawlins PB, Robb GR, Shi J, Waring MJ, Whittaker D, Wylot M, Zhu X..  (2017)  Discovery of Pyrazolo[1,5-a]pyrimidine B-Cell Lymphoma 6 (BCL6) Binders and Optimization to High Affinity Macrocyclic Inhibitors.,  60  (10): [PMID:28485934] [10.1021/acs.jmedchem.7b00359]

Source

Source(1):

• Scientific Literature