3-Amino-N-[2-(2-hydroxy-3-phenoxy-propylamino)-ethyl]-4-methyl-5-nitro-benzenesulfonamide; compound with oxalic acid

ID: ALA3392270

PubChem CID: 13030965

Max Phase: Preclinical

Molecular Formula: C20H26N4O10S

Molecular Weight: 424.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(N)cc(S(=O)(=O)NCCNCC(O)COc2ccccc2)cc1[N+](=O)[O-].O=C(O)C(=O)O

Standard InChI:  InChI=1S/C18H24N4O6S.C2H2O4/c1-13-17(19)9-16(10-18(13)22(24)25)29(26,27)21-8-7-20-11-14(23)12-28-15-5-3-2-4-6-15;3-1(4)2(5)6/h2-6,9-10,14,20-21,23H,7-8,11-12,19H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  FWSKUBLWXQXZJZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.9518   -7.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3643   -8.2573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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M  CHG  2   8   1  17  -1
M  END

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: 424.48

Molecular Weight (Monoisotopic): 424.1417

AlogP: 0.79

#Rotatable Bonds: 11

Polar Surface Area: 156.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.83

CX Basic pKa: 8.31

CX LogP: 0.94

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.18

Np Likeness Score: -1.35

References

1. Lare MS, Smith LH..  (1982)  Beta-adrenergic blocking agents. 22. 1-Phenoxy-3-[[(substituted-amido) alkyl]amino]-2-propanols.,  25  (11): [PMID:6128420] [10.1021/jm00353a004]

Source

Source(1):

• Scientific Literature