N-[(3R,4S)-3-hydroxytetrahydro-2H-pyran-4-yl]-1-[4-(1-methyl-1H-pyrazol-3-yl)benzyl]-1H-pyrrolo[3,2-b]pyridine-3-carboxamide

ID: ALA3747016

Chembl Id: CHEMBL3747016

PubChem CID: 124203829

Max Phase: Preclinical

Molecular Formula: C24H25N5O3

Molecular Weight: 431.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1ccc(-c2ccc(Cn3cc(C(=O)N[C@H]4CCOC[C@@H]4O)c4ncccc43)cc2)n1

Standard InChI:  InChI=1S/C24H25N5O3/c1-28-11-8-19(27-28)17-6-4-16(5-7-17)13-29-14-18(23-21(29)3-2-10-25-23)24(31)26-20-9-12-32-15-22(20)30/h2-8,10-11,14,20,22,30H,9,12-13,15H2,1H3,(H,26,31)/t20-,22-/m0/s1

Standard InChI Key:  FQGJDGJXEZTKDW-UNMCSNQZSA-N

Alternative Forms

1. Parent:

   

   ALA3747016

   ---

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: 431.50

Molecular Weight (Monoisotopic): 431.1957

AlogP: 2.36

#Rotatable Bonds: 5

Polar Surface Area: 94.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.72

CX Basic pKa: 3.50

CX LogP: 1.99

CX LogD: 1.99

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.13

References

1. Davoren JE, O'Neil SV, Anderson DP, Brodney MA, Chenard L, Dlugolenski K, Edgerton JR, Green M, Garnsey M, Grimwood S, Harris AR, Kauffman GW, LaChapelle E, Lazzaro JT, Lee CW, Lotarski SM, Nason DM, Obach RS, Reinhart V, Salomon-Ferrer R, Steyn SJ, Webb D, Yan J, Zhang L..  (2016)  Design and optimization of selective azaindole amide M1 positive allosteric modulators.,  26  (2): [PMID:26631313] [10.1016/j.bmcl.2015.11.053]

2. Davoren JE, Garnsey M, Pettersen B, Brodney MA, Edgerton JR, Fortin JP, Grimwood S, Harris AR, Jenkinson S, Kenakin T, Lazzaro JT, Lee CW, Lotarski SM, Nottebaum L, O'Neil SV, Popiolek M, Ramsey S, Steyn SJ, Thorn CA, Zhang L, Webb D..  (2017)  Design and Synthesis of γ- and δ-Lactam M1 Positive Allosteric Modulators (PAMs): Convulsion and Cholinergic Toxicity of an M1-Selective PAM with Weak Agonist Activity.,  60  (15): [PMID:28598634] [10.1021/acs.jmedchem.7b00597]

3. Brodney MA, Sharma R, Lazzaro JT, Walker GS, Scott Obach R..  (2018)  Harnessing biosynthesis and quantitative NMR for late stage functionalization of lead molecules: Application to the M1 positive allosteric modulator (PAM) program.,  28  (11): [PMID:29716781] [10.1016/j.bmcl.2018.04.054]

Source

Source(1):

• Scientific Literature