alpha-Dihydroergocriptine

ID: ALA1743263

Chembl Id: CHEMBL1743263

Cas Number: 25447-66-9

PubChem CID: 114948

Max Phase: Unknown

Molecular Formula: C32H43N5O5

Molecular Weight: 577.73

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Alpha-Dihydroergocriptine | Dihydroergocryptine|Dihydro-alpha-ergocryptine|25447-66-9|alpha-Dihydroergocryptine|9,10-dihydro-alpha-ergocryptine|Alpha-Dihydroergocriptine|12'-Hydroxy-2'-(1-methylethyl)-5'alpha-(2-methylpropyl)-9,10alpha-dihydroergotaman-3',6',18-trione|CHEMBL1743263|DTXSID5048689|CHEBI:59919|202229IR8Y|Dihydroergocriptine|(10alphaH)-12'-hydroxy-5'alpha-(2-methylpropyl)-3',6',18-trioxo-2'-(propan-2-yl)-9,10-dihydroergotaman|(6aR,9R,10aR)-N-[(1S,2S,4R,7S)-2-hydroxy-7-(2-methylpropyShow More⌵

Synonyms from Alternative Forms(2): Dihydroergocryptine mesylate | Dihydroergocryptine mesilate

Canonical SMILES:  CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@](NC(=O)[C@@H]3C[C@@H]4c5cccc6[nH]cc(c56)C[C@H]4N(C)C3)(C(C)C)C(=O)N12

Standard InChI:  InChI=1S/C32H43N5O5/c1-17(2)12-25-29(39)36-11-7-10-26(36)32(41)37(25)30(40)31(42-32,18(3)4)34-28(38)20-13-22-21-8-6-9-23-27(21)19(15-33-23)14-24(22)35(5)16-20/h6,8-9,15,17-18,20,22,24-26,33,41H,7,10-14,16H2,1-5H3,(H,34,38)/t20-,22-,24-,25+,26+,31-,32+/m1/s1

Standard InChI Key:  PBUNVLRHZGSROC-VTIMJTGVSA-N

Alternative Forms

1. Parent:

   

   ALA1743263

   DIHYDROERGOCRYPTINE

2. Alternative Forms:

   

   ALA1743263

   DIHYDROERGOCRYPTINE MESYLATE

Molecule Features

Natural Product: Yes

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: 577.73

Molecular Weight (Monoisotopic): 577.3264

AlogP: 2.52

#Rotatable Bonds: 5

Polar Surface Area: 118.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.69

CX Basic pKa: 8.39

CX LogP: 3.43

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.50

Np Likeness Score: 1.17

References

1.  (2008)  Casarett and Doull's Toxicology The Basic Science of Poisons, 7th edition, 

2. Yasuda K, Lan LB, Sanglard D, Furuya K, Schuetz JD, Schuetz EG..  (2002)  Interaction of cytochrome P450 3A inhibitors with P-glycoprotein.,  303  (1): [PMID:12235267] [10.1124/jpet.102.037549]

3. Ekins S, Kim RB, Leake BF, Dantzig AH, Schuetz EG, Lan LB, Yasuda K, Shepard RL, Winter MA, Schuetz JD, Wikel JH, Wrighton SA..  (2002)  Three-dimensional quantitative structure-activity relationships of inhibitors of P-glycoprotein.,  61  (1): [PMID:11961113] [10.1124/mol.61.5.964]

4. PubChem BioAssay data set, 

5. Sutherland JJ, Yonchev D, Fekete A, Urban L..  (2023)  A preclinical secondary pharmacology resource illuminates target-adverse drug reaction associations of marketed drugs.,  14  (1): [PMID:37468498] [10.1038/s41467-023-40064-9]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• TP-search Transporter Database