ID: ALA5277601

Max Phase: Preclinical

Molecular Formula: C21H21N5O3

Molecular Weight: 391.43

Names and Identifiers

Canonical SMILES:  CC(=O)N1C[C@H]2C[C@@H](C1)c1ccc(NC(=O)Nc3cccc(C#N)c3)c(=O)n1C2

Standard InChI:  InChI=1S/C21H21N5O3/c1-13(27)25-10-15-7-16(12-25)19-6-5-18(20(28)26(19)11-15)24-21(29)23-17-4-2-3-14(8-17)9-22/h2-6,8,15-16H,7,10-12H2,1H3,(H2,23,24,29)/t15-,16+/m1/s1

Standard InChI Key:  RTYYWGHSWYPTKR-CVEARBPZSA-N

Molfile:  

 
     RDKit          2D

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    1.1719    2.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7510    1.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5311    2.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5311    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4102    3.0750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3250   -3.4271    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5277601

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.43

Molecular Weight (Monoisotopic): 391.1644

AlogP: 2.33

#Rotatable Bonds: 2

Polar Surface Area: 107.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.04

CX Basic pKa: ┄

CX LogP: 0.03

CX LogD: 0.03

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.82

Np Likeness Score: -1.68

References

1. Allardyce D, Adu Mantey P, Szalecka M, Nkwo R, Loizidou EZ..  (2023)  Identification of a new class of proteasome inhibitors based on a naphthyl-azotricyclic-urea-phenyl scaffold.,  14  (3): [PMID:36970145] [10.1039/d2md00404f]

Source

Source(1):

• Scientific Literature