(S)-N-(3-methoxy-4-(pent-2-ynyloxy)phenethyl)-4-methyl-2-(methylsulfonamido)pentanamide

ID: ALA2287038

PubChem CID: 11316220

Max Phase: Preclinical

Molecular Formula: C21H32N2O5S

Molecular Weight: 424.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC#CCOc1ccc(CCNC(=O)[C@H](CC(C)C)NS(C)(=O)=O)cc1OC

Standard InChI:  InChI=1S/C21H32N2O5S/c1-6-7-8-13-28-19-10-9-17(15-20(19)27-4)11-12-22-21(24)18(14-16(2)3)23-29(5,25)26/h9-10,15-16,18,23H,6,11-14H2,1-5H3,(H,22,24)/t18-/m0/s1

Standard InChI Key:  NOWTUEYUWFJAIN-SFHVURJKSA-N

Molfile:  

     RDKit          2D

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    1.5807  -19.3980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3979  -19.3980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1166  -17.4664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0689  -17.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7771  -17.4684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4843  -17.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1889  -16.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8947  -16.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6046  -16.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166  -19.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1166  -20.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8243  -19.5094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  3  0
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  8 27  1  0
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 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287038

   (2S)-2-(methanesulfonamido)-N-[2-(3-methoxy-4-pent-2-ynoxyphenyl)ethyl]-4-methylpentanamide

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: 424.56

Molecular Weight (Monoisotopic): 424.2032

AlogP: 2.11

#Rotatable Bonds: 11

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.73

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.53

Np Likeness Score: -0.57

References

1. Lamberth C.  (2010)  Amino acid chemistry in crop protection,  66  (36): [10.1016/j.tet.2010.06.008]

Source

Source(1):

• Scientific Literature