N,N'-((4,4'-(Naphthalene-2,7-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(4,1-phenylene))bis(3-(pyrrolidin-1-yl)propanamide)

ID: ALA2069706

PubChem CID: 70674279

Max Phase: Preclinical

Molecular Formula: C40H42N10O2

Molecular Weight: 694.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCN1CCCC1)Nc1ccc(-n2cc(-c3ccc4ccc(-c5cn(-c6ccc(NC(=O)CCN7CCCC7)cc6)nn5)cc4c3)nn2)cc1

Standard InChI:  InChI=1S/C40H42N10O2/c51-39(17-23-47-19-1-2-20-47)41-33-9-13-35(14-10-33)49-27-37(43-45-49)30-7-5-29-6-8-31(26-32(29)25-30)38-28-50(46-44-38)36-15-11-34(12-16-36)42-40(52)18-24-48-21-3-4-22-48/h5-16,25-28H,1-4,17-24H2,(H,41,51)(H,42,52)

Standard InChI Key:  MGIWXHAVQJPNOU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA2069706

   3-pyrrolidin-1-yl-N-[4-[4-[7-[1-[4-(3-pyrrolidin-1-ylpropanoylamino)phenyl]triazol-4-yl]naphthalen-2-yl]triazol-1-yl]phenyl]propanamide

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: 694.84

Molecular Weight (Monoisotopic): 694.3492

AlogP: 6.18

#Rotatable Bonds: 12

Polar Surface Area: 126.10

Molecular Species: BASE

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 9.76

CX LogP: 5.98

CX LogD: 1.88

Aromatic Rings: 6

Heavy Atoms: 52

QED Weighted: 0.16

Np Likeness Score: -1.06

References

1. Lombardo CM, Welsh SJ, Strauss SJ, Dale AG, Todd AK, Nanjunda R, Wilson WD, Neidle S..  (2012)  A novel series of G-quadruplex ligands with selectivity for HIF-expressing osteosarcoma and renal cancer cell lines.,  22  (18): [PMID:22889802] [10.1016/j.bmcl.2012.07.009]

Source

Source(1):

• Scientific Literature