Benzyl-methyl-penta-2,3-dienyl-amine

ID: ALA2028089

Cas Number: 85506-92-9

PubChem CID: 328859

Max Phase: Preclinical

Molecular Formula: C15H19NO4

Molecular Weight: 187.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC=C=CCN(C)Cc1ccccc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C13H17N.C2H2O4/c1-3-4-8-11-14(2)12-13-9-6-5-7-10-13;3-1(4)2(5)6/h3,5-10H,11-12H2,1-2H3;(H,3,4)(H,5,6)

Standard InChI Key:  CKRHSNRYJUZWNK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 19  0  0  0  0  0  0  0  0999 V2000
   10.1633   -5.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758   -4.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1633   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4008   -4.4517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5758   -5.8807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3383   -5.1662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8987   -2.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0981   -2.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6993   -1.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6678   -2.3644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6552   -3.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -3.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3850   -1.9557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9589   -1.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9214   -4.4077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2291   -3.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078   -3.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -4.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -4.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4138   -2.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  1  5  2  0
  1  6  1  0
  8  7  2  0
  9  7  2  0
 10 13  1  0
 11 10  1  0
 12 11  1  0
 13  8  1  0
 14 10  1  0
 15 12  1  0
 16 12  2  0
 17 16  1  0
 18 15  2  0
 19 17  2  0
 19 18  1  0
  9 20  1  0
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: 187.29

Molecular Weight (Monoisotopic): 187.1361

AlogP: 2.85

#Rotatable Bonds: 4

Polar Surface Area: 3.24

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.06

CX LogP: 3.27

CX LogD: 2.52

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.66

Np Likeness Score: -0.46

References

1. Sahlberg C, Ross SB, Fagervall I, Ask AL, Claesson A..  (1983)  Synthesis and monoamine oxidase inhibitory activities of alpha-allenic amines in vivo and in vitro. Different activities of two enantiomeric allenes.,  26  (7): [PMID:6864731] [10.1021/jm00361a017]

2. Sahlberg C, Ross SB, Fagervall I, Ask AL, Claesson A..  (1983)  Synthesis and monoamine oxidase inhibitory activities of alpha-allenic amines in vivo and in vitro. Different activities of two enantiomeric allenes.,  26  (7): [PMID:6864731] [10.1021/jm00361a017]

3. Smith RA, White RL, Krantz A..  (1988)  Stereoisomers of allenic amines as inactivators of monoamine oxidase type B. Stereochemical probes of the active site.,  31  (8): [PMID:3397993] [10.1021/jm00403a012]

4. Smith RA, White RL, Krantz A..  (1988)  Stereoisomers of allenic amines as inactivators of monoamine oxidase type B. Stereochemical probes of the active site.,  31  (8): [PMID:3397993] [10.1021/jm00403a012]

Source

Source(1):

• Scientific Literature