3-(3-(Naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylic acid

ID: ALA2314198

Chembl Id: CHEMBL2314198

Cas Number: 1072899-39-8

PubChem CID: 25100119

Product Number: N669240

Max Phase: Preclinical

Molecular Formula: C22H19NO3

Molecular Weight: 345.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1[nH]c2ccccc2c1CCCOc1cccc2ccccc12

Standard InChI:  InChI=1S/C22H19NO3/c24-22(25)21-18(17-10-3-4-12-19(17)23-21)11-6-14-26-20-13-5-8-15-7-1-2-9-16(15)20/h1-5,7-10,12-13,23H,6,11,14H2,(H,24,25)

Standard InChI Key:  IQTBMDSOBZUIII-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2314198

   3-(3-(Naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylic acid

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: 345.40

Molecular Weight (Monoisotopic): 345.1365

AlogP: 5.03

#Rotatable Bonds: 6

Polar Surface Area: 62.32

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.44

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 1.55

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.48

Np Likeness Score: -0.27

References

1. Friberg A, Vigil D, Zhao B, Daniels RN, Burke JP, Garcia-Barrantes PM, Camper D, Chauder BA, Lee T, Olejniczak ET, Fesik SW..  (2013)  Discovery of potent myeloid cell leukemia 1 (Mcl-1) inhibitors using fragment-based methods and structure-based design.,  56  (1): [PMID:23244564] [10.1021/jm301448p]

2. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds,  [10.6019/CHEMBL3301361]

3. Bruncko M, Wang L, Sheppard GS, Phillips DC, Tahir SK, Xue J, Erickson S, Fidanze S, Fry E, Hasvold L, Jenkins GJ, Jin S, Judge RA, Kovar PJ, Madar D, Nimmer P, Park C, Petros AM, Rosenberg SH, Smith ML, Song X, Sun C, Tao ZF, Wang X, Xiao Y, Zhang H, Tse C, Leverson JD, Elmore SW, Souers AJ..  (2015)  Structure-guided design of a series of MCL-1 inhibitors with high affinity and selectivity.,  58  (5): [PMID:25679114] [10.1021/jm501258m]

Source

Source(2):

• Scientific Literature
• AstraZeneca Deposited Data