Pyridine-2-carboxylic acid [4-((1R,7S)-3,5-dioxo-4-aza-tricyclo[5.2.1.0(2,6)]dec-8-en-4-yl)-phenyl]amide

ID: ALA4757473

PubChem CID: 162656571

Max Phase: Preclinical

Molecular Formula: C21H17N3O3

Molecular Weight: 359.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(N2C(=O)C3C(C2=O)[C@H]2C=C[C@@H]3C2)cc1)c1ccccn1

Standard InChI:  InChI=1S/C21H17N3O3/c25-19(16-3-1-2-10-22-16)23-14-6-8-15(9-7-14)24-20(26)17-12-4-5-13(11-12)18(17)21(24)27/h1-10,12-13,17-18H,11H2,(H,23,25)/t12-,13+,17?,18?

Standard InChI Key:  CXQVAVZDFUGKNI-NLKGSNSHSA-N

Molfile:  

 
     RDKit          2D

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    6.7232   -3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3206   -4.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7335   -4.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7660   -4.2030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1711   -3.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3881   -2.7812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5034   -4.2294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5276   -3.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8200   -3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8293   -4.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5462   -5.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2641   -2.7916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2877   -5.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351   -4.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5205   -2.6043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412   -5.8854    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 28  1  1
 24 29  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4757473

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 359.39

Molecular Weight (Monoisotopic): 359.1270

AlogP: 2.65

#Rotatable Bonds: 3

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.49

CX LogP: 1.96

CX LogD: 1.96

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.67

Np Likeness Score: -1.40

References

1. Davis DC,Bungard JD,Chang S,Rodriguez AL,Blobaum AL,Boutaud O,Melancon BJ,Niswender CM,Jeffrey Conn P,Lindsley CW.  (2021)  Lead optimization of the VU0486321 series of mGlu PAMs. Part 4: SAR reveals positive cooperativity across multiple mGlu receptor subtypes leading to subtype unselective PAMs.,  32  [PMID:33253881] [10.1016/j.bmcl.2020.127724]

Source

Source(1):

• Scientific Literature