20-(pyrrolidin-1-yl)-4,14,19,26-tetraazaheptacyclo[24.6.1.1^{7,14}.1^{18,22}.0^{2,6}.0^{8,13}.0^{27,32}]pentatriaconta-1(33),2(6),7(35),8(13),9,11,18,20,22(34),27(32),28,30-dodecaene-3,5-dione

ID: ALA397771

Chembl Id: CHEMBL397771

PubChem CID: 24746471

Max Phase: Preclinical

Molecular Formula: C35H33N5O2

Molecular Weight: 555.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C2=C1c1cn(c3ccccc13)CCCc1cc(nc(N3CCCC3)c1)CCCn1cc2c2ccccc21

Standard InChI:  InChI=1S/C35H33N5O2/c41-34-32-27-21-39(29-13-3-1-11-25(27)29)17-7-9-23-19-24(36-31(20-23)38-15-5-6-16-38)10-8-18-40-22-28(33(32)35(42)37-34)26-12-2-4-14-30(26)40/h1-4,11-14,19-22H,5-10,15-18H2,(H,37,41,42)

Standard InChI Key:  LXUXFJHDJVXMGK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA397771

   20-Pyrrolidin-1-yl-4,14,19,26-tetrazaheptacyclo[24.6.1.17,14.118,22.02,6.08,13.027,32]pentatriaconta-1(33),2(6),7(35),8,10,12,18,20,22(34),27,29,31-dodecaene-3,5-dione

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: 555.68

Molecular Weight (Monoisotopic): 555.2634

AlogP: 5.74

#Rotatable Bonds: 1

Polar Surface Area: 72.16

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.72

CX Basic pKa: 7.61

CX LogP: 6.05

CX LogD: 5.64

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.27

Np Likeness Score: -0.10

References

1. Zhang HC, Boñaga LV, Ye H, Derian CK, Damiano BP, Maryanoff BE..  (2007)  Novel bis(indolyl)maleimide pyridinophanes that are potent, selective inhibitors of glycogen synthase kinase-3.,  17  (10): [PMID:17350261] [10.1016/j.bmcl.2007.02.059]

Source

Source(1):

• Scientific Literature