5-{2-[4-(Dimethylamino)phenoxy]-4,6-dihydroxyphenyl}-N-[1-(1,4-dioxaspiro[4.5]dec-8-yl)piperidin-4-yl]-isoxazole-3-carboxamide

ID: ALA2443026

Chembl Id: CHEMBL2443026

PubChem CID: 136254389

Max Phase: Preclinical

Molecular Formula: C31H38N4O7

Molecular Weight: 578.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(Oc2cc(O)cc(O)c2-c2cc(C(=O)NC3CCN(C4CCC5(CC4)OCCO5)CC3)no2)cc1

Standard InChI:  InChI=1S/C31H38N4O7/c1-34(2)21-3-5-24(6-4-21)41-27-18-23(36)17-26(37)29(27)28-19-25(33-42-28)30(38)32-20-9-13-35(14-10-20)22-7-11-31(12-8-22)39-15-16-40-31/h3-6,17-20,22,36-37H,7-16H2,1-2H3,(H,32,38)

Standard InChI Key:  DPZWKZQIGWCTDT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2443026

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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: 578.67

Molecular Weight (Monoisotopic): 578.2740

AlogP: 4.49

#Rotatable Bonds: 7

Polar Surface Area: 129.76

Molecular Species: BASE

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.86

CX Basic pKa: 8.90

CX LogP: 1.99

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.37

Np Likeness Score: -0.67

References

1. Brasca MG, Mantegani S, Amboldi N, Bindi S, Caronni D, Casale E, Ceccarelli W, Colombo N, De Ponti A, Donati D, Ermoli A, Fachin G, Felder ER, Ferguson RD, Fiorelli C, Guanci M, Isacchi A, Pesenti E, Polucci P, Riceputi L, Sola F, Visco C, Zuccotto F, Fogliatto G..  (2013)  Discovery of NMS-E973 as novel, selective and potent inhibitor of heat shock protein 90 (Hsp90).,  21  (22): [PMID:24100158] [10.1016/j.bmc.2013.09.018]

2.  (2015)  Resorcinol derivatives as HSP90 inhibitors, 

Source

Source(2):

• Scientific Literature
• BindingDB Database