NPASS drugs

Drug Information

Drug ID:	NPD2519
Drug Name:	Promethazine Hydrochloride
Molecular Formula:	C17H20N2S.ClH
Canonical SMILES:	CN(C(CN1c2ccccc2Sc2c1cccc2)C)C.Cl
Standard InCHI:	InChI=1S/C17H20N2S.ClH/c1-13(18(2)3)12-19-14-8-4-6-10-16(14)20-17-11-7-5-9-15(17)19;/h4-11,13H,12H2,1-3H3;1H
Standard InCHIKey:	XXPDBLUZJRXNNZ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2519

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	664
0.1-0.2	10362
0.2-0.3	12747
0.3-0.4	4568
0.4-0.5	2122
0.5-0.6	393
0.6-0.7	29
0.7-0.8	3
0.8-0.85	1
0.85-0.9	1
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
High Similarity	0.8598	NPC328877
Intermediate Similarity	0.8361	NPC473417
Intermediate Similarity	0.7748	NPC291610
Intermediate Similarity	0.705	NPC320863
Intermediate Similarity	0.7009	NPC229477
Remote Similarity	0.68	NPC218710
Remote Similarity	0.6744	NPC475915
Remote Similarity	0.6736	NPC321617
Remote Similarity	0.6667	NPC134825
Remote Similarity	0.664	NPC296163
Remote Similarity	0.6562	NPC192209
Remote Similarity	0.6434	NPC313449
Remote Similarity	0.6423	NPC20322
Remote Similarity	0.6378	NPC187036
Remote Similarity	0.6371	NPC302790
Remote Similarity	0.637	NPC273714
Remote Similarity	0.6348	NPC470926
Remote Similarity	0.6324	NPC469949
Remote Similarity	0.6279	NPC143156
Remote Similarity	0.6279	NPC288232
Remote Similarity	0.626	NPC313362
Remote Similarity	0.625	NPC252794
Remote Similarity	0.623	NPC474430
Remote Similarity	0.6228	NPC297532
Remote Similarity	0.6198	NPC326792
Remote Similarity	0.6183	NPC31651
Remote Similarity	0.616	NPC79618
Remote Similarity	0.616	NPC434
Remote Similarity	0.6136	NPC264580
Remote Similarity	0.6132	NPC66775
Remote Similarity	0.6087	NPC476950
Remote Similarity	0.6034	NPC315403
Remote Similarity	0.6	NPC287895
Remote Similarity	0.6	NPC9856
Remote Similarity	0.5985	NPC125416
Remote Similarity	0.5984	NPC75496
Remote Similarity	0.5971	NPC476140
Remote Similarity	0.597	NPC226143
Remote Similarity	0.5929	NPC328590
Remote Similarity	0.5926	NPC301874
Remote Similarity	0.5917	NPC329430
Remote Similarity	0.5915	NPC53044
Remote Similarity	0.5909	NPC161108
Remote Similarity	0.5906	NPC20144
Remote Similarity	0.5899	NPC69277
Remote Similarity	0.5893	NPC307456
Remote Similarity	0.589	NPC251722
Remote Similarity	0.589	NPC314102
Remote Similarity	0.5887	NPC239854
Remote Similarity	0.5882	NPC257490
Remote Similarity	0.5865	NPC313673
Remote Similarity	0.5862	NPC43655
Remote Similarity	0.5857	NPC145754
Remote Similarity	0.5857	NPC151779
Remote Similarity	0.5854	NPC213774
Remote Similarity	0.5849	NPC271732
Remote Similarity	0.5839	NPC88121
Remote Similarity	0.5833	NPC473901
Remote Similarity	0.5816	NPC321053
Remote Similarity	0.5811	NPC88097
Remote Similarity	0.5789	NPC15839
Remote Similarity	0.5789	NPC104070
Remote Similarity	0.5778	NPC81561
Remote Similarity	0.5772	NPC317642
Remote Similarity	0.5763	NPC107135
Remote Similarity	0.5753	NPC198988
Remote Similarity	0.5745	NPC135488
Remote Similarity	0.5745	NPC478079
Remote Similarity	0.5736	NPC164802
Remote Similarity	0.5736	NPC231655
Remote Similarity	0.5735	NPC162689
Remote Similarity	0.5735	NPC177684
Remote Similarity	0.5735	NPC54102
Remote Similarity	0.5735	NPC291962
Remote Similarity	0.5728	NPC22627
Remote Similarity	0.5727	NPC271642
Remote Similarity	0.5724	NPC184437
Remote Similarity	0.5714	NPC191444
Remote Similarity	0.5714	NPC325252
Remote Similarity	0.5714	NPC122718
Remote Similarity	0.5705	NPC470301
Remote Similarity	0.5704	NPC148140
Remote Similarity	0.5696	NPC469897
Remote Similarity	0.5693	NPC161956
Remote Similarity	0.5693	NPC258531
Remote Similarity	0.5693	NPC112373
Remote Similarity	0.5683	NPC56856
Remote Similarity	0.5677	NPC40070
Remote Similarity	0.5646	NPC325599
Remote Similarity	0.5646	NPC471123
Remote Similarity	0.5645	NPC120203
Remote Similarity	0.5638	NPC130251
Remote Similarity	0.5636	NPC98976
Remote Similarity	0.563	NPC176858
Remote Similarity	0.5629	NPC63157
Remote Similarity	0.5629	NPC473868
Remote Similarity	0.5625	NPC473418
Remote Similarity	0.5621	NPC469735
Remote Similarity	0.5616	NPC313352
Remote Similarity	0.5612	NPC48564
Remote Similarity	0.5612	NPC265605
Remote Similarity	0.5612	NPC182570
Remote Similarity	0.5612	NPC268534
Remote Similarity	0.5603	NPC169016
Remote Similarity	0.5603	NPC476322
Remote Similarity	0.56	NPC104483
Remote Similarity	0.56	NPC186284
Remote Similarity	0.56	NPC22082

Drug Structure

NPD2519 OpenBabel08211702172D 21 22 0 0 1 0 0 0 0 0999 V2000 4.8301 -2.5000 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 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 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 5.6962 -5.0000 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 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.5000 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 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 3 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 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 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 3.9641 -1.0000 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 3.0981 -5.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.7265 -1.8471 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 18 1 0 0 0 0 3 18 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 15 2 0 0 0 0 10 16 2 0 0 0 0 11 17 2 0 0 0 0 12 13 1 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 17 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 20 1 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	284.13
ALogP	0.8341
MLogP	3
XLogP	4.463
HDA	2
HBD	0
Rotatable Bonds	6
TPSA	31.78
RO5 Violation	0