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

ID: ALA2069620

PubChem CID: 70674277

Max Phase: Preclinical

Molecular Formula: C38H38N10O2

Molecular Weight: 666.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CN1CCCC1)Nc1cccc(-n2cc(-c3ccc4ccc(-c5cn(-c6cccc(NC(=O)CN7CCCC7)c6)nn5)cc4c3)nn2)c1

Standard InChI:  InChI=1S/C38H38N10O2/c49-37(25-45-15-1-2-16-45)39-31-7-5-9-33(21-31)47-23-35(41-43-47)28-13-11-27-12-14-29(20-30(27)19-28)36-24-48(44-42-36)34-10-6-8-32(22-34)40-38(50)26-46-17-3-4-18-46/h5-14,19-24H,1-4,15-18,25-26H2,(H,39,49)(H,40,50)

Standard InChI Key:  AKJFTBQRELUULK-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2069620

   2-pyrrolidin-1-yl-N-[3-[4-[7-[1-[3-[(2-pyrrolidin-1-ylacetyl)amino]phenyl]triazol-4-yl]naphthalen-2-yl]triazol-1-yl]phenyl]acetamide

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: 666.79

Molecular Weight (Monoisotopic): 666.3179

AlogP: 5.40

#Rotatable Bonds: 10

Polar Surface Area: 126.10

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.98

CX Basic pKa: 7.86

CX LogP: 5.51

CX LogD: 4.73

Aromatic Rings: 6

Heavy Atoms: 50

QED Weighted: 0.20

Np Likeness Score: -1.21

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