NPASS drugs

Drug Information

Drug ID:	NPD4013
Drug Name:	Prochlorperazine Edisylate
Molecular Formula:	C20H24ClN3S.C2H6O6S2
Canonical SMILES:	OS(=O)(=O)CCS(=O)(=O)O.CN1CCN(CC1)CCCN1c2ccccc2Sc2c1cc(Cl)cc2
Standard InCHI:	InChI=1S/C20H24ClN3S.C2H6O6S2/c1-22-11-13-23(14-12-22)9-4-10-24-17-5-2-3-6-19(17)25-20-8-7-16(21)15-18(20)24;3-9(4,5)1-2-10(6,7)8/h2-3,5-8,15H,4,9-14H2,1H3;1-2H2,(H,3,4,5)(H,6,7,8)
Standard InCHIKey:	SWOUGRBFXFILIB-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4013

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	989
0.1-0.2	11309
0.2-0.3	13054
0.3-0.4	4060
0.4-0.5	1316
0.5-0.6	150
0.6-0.7	10
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.791	NPC473417
Intermediate Similarity	0.748	NPC328877
Remote Similarity	0.6772	NPC291610
Remote Similarity	0.6643	NPC469949
Remote Similarity	0.6597	NPC321053
Remote Similarity	0.6331	NPC125416
Remote Similarity	0.6323	NPC320863
Remote Similarity	0.6259	NPC218710
Remote Similarity	0.6224	NPC475915
Remote Similarity	0.6098	NPC229477
Remote Similarity	0.6062	NPC321617
Remote Similarity	0.6053	NPC313352
Remote Similarity	0.5974	NPC325599
Remote Similarity	0.5906	NPC252794
Remote Similarity	0.5887	NPC296163
Remote Similarity	0.5833	NPC192209
Remote Similarity	0.5833	NPC313449
Remote Similarity	0.5823	NPC32002
Remote Similarity	0.5823	NPC315348
Remote Similarity	0.5806	NPC134825
Remote Similarity	0.5749	NPC476464
Remote Similarity	0.5703	NPC297532
Remote Similarity	0.5695	NPC273714
Remote Similarity	0.5683	NPC20322
Remote Similarity	0.5664	NPC187036
Remote Similarity	0.5659	NPC240134
Remote Similarity	0.5652	NPC313362
Remote Similarity	0.5643	NPC302790

Drug Structure

NPD4013 OpenBabel08211704332D 37 39 0 0 0 0 0 0 0 0999 V2000 8.2942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 11.2942 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7942 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -1.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2942 -2.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -3.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7942 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.7942 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.7942 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2942 -2.8660 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 12.7942 -2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.4282 -1.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.9282 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 9 1 0 0 0 0 4 10 1 0 0 0 0 5 17 2 0 0 0 0 6 19 2 0 0 0 0 7 8 2 0 0 0 0 7 16 1 0 0 0 0 8 20 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 23 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 25 1 0 0 0 0 26 27 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 34 1 0 0 0 0 28 36 1 0 0 0 0 29 34 2 0 0 0 0 30 34 2 0 0 0 0 31 35 1 0 0 0 0 31 37 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.14
ALogP	1.2584
MLogP	3.11
XLogP	4.1
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	35.02
RO5 Violation	0