ULOTARONT

ID: ALA4650337

Cas Number: 1310426-33-5

PubChem CID: 89532783

Product Number: U614657, Order Now?

Max Phase: Phase

Molecular Formula: C9H13NOS

Molecular Weight: 183.28

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Sep-363856 | Ulotaront | SEP-363856 | SEP-856 | Ulotaront|SEP-363856|SEP-856|UNII-3K6270MG59|1310426-33-5|3K6270MG59|1-[(7S)-5,7-dihydro-4H-thieno[2,3-c]pyran-7-yl]-N-methylmethanamine|SEP363856|5H-Thieno(2,3-C)pyran-7-methanamine, 4,7-dihydro-N-methyl-, (7S)-|(S)-1-(5,7-Dihydro-4H-thieno(2,3-C)pyran-7-yl)-N-methylmethanamine|1-[(7S)-4,7-dihydro-5H-thieno[2,3-c]pyran-7-yl]-N-methylmethanamine|1-[(7~{S})-5,7-dihydro-4~{H}-thieno[2,3-c]pyran-7-yl]-~{N}-methyl-methanamine|ulotarontum|5H-Thieno[2,3-Show More⌵

Synonyms from Alternative Forms(2): SEP-363856-01 | Ulotaront hydrochloride

Canonical SMILES:  CNC[C@@H]1OCCc2ccsc21

Standard InChI:  InChI=1S/C9H13NOS/c1-10-6-8-9-7(2-4-11-8)3-5-12-9/h3,5,8,10H,2,4,6H2,1H3/t8-/m0/s1

Standard InChI Key:  ABDDQTDRAHXHOC-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 12 13  0  0  0  0  0  0  0  0999 V2000
   -1.8921    0.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8921    2.3752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066    1.9627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6066    1.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7206   -0.0818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9001   -0.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5646    0.5856    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2513    1.9626    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4632    2.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9658    2.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  8  9  1  0
  1  7  1  0
  2  9  1  0
 10 11  1  0
  3 11  1  1
 10 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4650337

   ulotaront

2. Alternative Forms:

   

   ALA4650337

   ULOTARONT HYDROCHLORIDE

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: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 183.28

Molecular Weight (Monoisotopic): 183.0718

AlogP: 1.58

#Rotatable Bonds: 2

Polar Surface Area: 21.26

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 1.50

CX LogD: -0.33

Aromatic Rings: 1

Heavy Atoms: 12

QED Weighted: 0.75

Np Likeness Score: -0.70

References

1. Unpublished dataset, 

2. Heffernan MLR, Herman LW, Brown S, Jones PG, Shao L, Hewitt MC, Campbell JE, Dedic N, Hopkins SC, Koblan KS, Xie L..  (2022)  Ulotaront: A TAAR1 Agonist for the Treatment of Schizophrenia.,  13  (1.0): [PMID:35047111] [10.1021/acsmedchemlett.1c00527]

3. Neef J, Palacios DS..  (2021)  Progress in mechanistically novel treatments for schizophrenia.,  12  (9.0): [PMID:34671731] [10.1039/D1MD00096A]

4. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names