NPASS drugs

Drug Information

Drug ID:	NPD3459
Drug Name:	pizotifen
Molecular Formula:	C19H21NS
Canonical SMILES:	CN1CCC(=C2c3ccsc3CCc3c2cccc3)CC1
Standard InCHI:	InChI=1S/C19H21NS/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18/h2-5,10,13H,6-9,11-12H2,1H3
Standard InCHIKey:	FIADGNVRKBPQEU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3459

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	394
0.1-0.2	2518
0.2-0.3	10690
0.3-0.4	13804
0.4-0.5	3130
0.5-0.6	321
0.6-0.7	30
0.7-0.8	3
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	0.7282	NPC148231
Intermediate Similarity	0.7103	NPC470926
Intermediate Similarity	0.7027	NPC120203
Remote Similarity	0.699	NPC104070
Remote Similarity	0.6961	NPC231986
Remote Similarity	0.6923	NPC133162
Remote Similarity	0.6607	NPC329430
Remote Similarity	0.6577	NPC473661
Remote Similarity	0.6552	NPC239854
Remote Similarity	0.6518	NPC300455
Remote Similarity	0.6509	NPC474088
Remote Similarity	0.6481	NPC258046
Remote Similarity	0.6466	NPC11466
Remote Similarity	0.6364	NPC5324
Remote Similarity	0.6337	NPC244738
Remote Similarity	0.6311	NPC271642
Remote Similarity	0.6286	NPC8981
Remote Similarity	0.625	NPC166487
Remote Similarity	0.6228	NPC322040
Remote Similarity	0.6226	NPC195713
Remote Similarity	0.6214	NPC98976
Remote Similarity	0.6186	NPC474582
Remote Similarity	0.6167	NPC469974
Remote Similarity	0.6162	NPC52330
Remote Similarity	0.6154	NPC139658
Remote Similarity	0.6147	NPC169016
Remote Similarity	0.6139	NPC105991
Remote Similarity	0.6126	NPC17497
Remote Similarity	0.6126	NPC60408
Remote Similarity	0.6126	NPC305602
Remote Similarity	0.6075	NPC475573
Remote Similarity	0.6075	NPC475289
Remote Similarity	0.6019	NPC212463
Remote Similarity	0.5985	NPC473417
Remote Similarity	0.5984	NPC474695
Remote Similarity	0.5984	NPC167336
Remote Similarity	0.5982	NPC53492
Remote Similarity	0.5962	NPC299134
Remote Similarity	0.596	NPC155172
Remote Similarity	0.5922	NPC470796
Remote Similarity	0.5905	NPC276699
Remote Similarity	0.59	NPC36440
Remote Similarity	0.5888	NPC12857
Remote Similarity	0.5882	NPC139416
Remote Similarity	0.5882	NPC246822
Remote Similarity	0.5882	NPC213570
Remote Similarity	0.5872	NPC471376
Remote Similarity	0.5868	NPC291610
Remote Similarity	0.5865	NPC54269
Remote Similarity	0.5859	NPC22627
Remote Similarity	0.5854	NPC473418
Remote Similarity	0.5827	NPC475013
Remote Similarity	0.5825	NPC251490
Remote Similarity	0.5825	NPC229235
Remote Similarity	0.5825	NPC263385
Remote Similarity	0.5816	NPC210849
Remote Similarity	0.5816	NPC238023
Remote Similarity	0.5816	NPC310758
Remote Similarity	0.5812	NPC71140
Remote Similarity	0.581	NPC122327
Remote Similarity	0.581	NPC112609
Remote Similarity	0.581	NPC113000
Remote Similarity	0.58	NPC291066
Remote Similarity	0.5798	NPC472258
Remote Similarity	0.5794	NPC292758
Remote Similarity	0.5794	NPC65855
Remote Similarity	0.5794	NPC290638
Remote Similarity	0.5789	NPC302169
Remote Similarity	0.5784	NPC22760
Remote Similarity	0.5769	NPC1008
Remote Similarity	0.5769	NPC39799
Remote Similarity	0.5769	NPC158028
Remote Similarity	0.5769	NPC226999
Remote Similarity	0.5769	NPC280135
Remote Similarity	0.5769	NPC135433
Remote Similarity	0.5769	NPC87099
Remote Similarity	0.5769	NPC193578
Remote Similarity	0.5766	NPC119677
Remote Similarity	0.5758	NPC66517
Remote Similarity	0.5758	NPC71009
Remote Similarity	0.5758	NPC22786
Remote Similarity	0.5752	NPC203076
Remote Similarity	0.5746	NPC475915
Remote Similarity	0.5736	NPC476048
Remote Similarity	0.5728	NPC297358
Remote Similarity	0.5728	NPC473206
Remote Similarity	0.5728	NPC200936
Remote Similarity	0.5714	NPC1901
Remote Similarity	0.5701	NPC110264
Remote Similarity	0.57	NPC113670
Remote Similarity	0.57	NPC21211
Remote Similarity	0.5688	NPC159661
Remote Similarity	0.5686	NPC6107
Remote Similarity	0.5686	NPC267443
Remote Similarity	0.5678	NPC474974
Remote Similarity	0.5673	NPC72670
Remote Similarity	0.5673	NPC470795
Remote Similarity	0.5669	NPC190955
Remote Similarity	0.5669	NPC158854
Remote Similarity	0.5657	NPC45255
Remote Similarity	0.5657	NPC246588
Remote Similarity	0.5657	NPC135924
Remote Similarity	0.5648	NPC3190
Remote Similarity	0.5648	NPC249018
Remote Similarity	0.5648	NPC98269
Remote Similarity	0.5648	NPC325662
Remote Similarity	0.5644	NPC198023
Remote Similarity	0.5644	NPC32312
Remote Similarity	0.5644	NPC264470
Remote Similarity	0.5639	NPC264580
Remote Similarity	0.5636	NPC315216
Remote Similarity	0.5607	NPC307195
Remote Similarity	0.56	NPC29680

Drug Structure

NPD3459 OpenBabel08211703112D 21 24 0 0 0 0 0 0 0 0999 V2000 -5.8215 0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8772 -4.0333 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6103 -3.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9216 -3.7386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3877 -2.3782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7103 -2.6146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2103 -1.7486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0895 -1.0863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2235 0.4137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5461 0.4769 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9555 -0.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0895 0.9137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5998 0.8001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6991 -2.7637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2235 -0.5863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4322 -2.0835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5312 -0.5230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5756 -0.8177 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3574 -1.0863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9555 0.4137 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 14 2 0 0 0 0 5 16 2 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 18 1 0 0 0 0 8 11 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 15 1 0 0 0 0 10 13 2 0 0 0 0 10 17 1 0 0 0 0 11 20 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 16 1 0 0 0 0 15 19 2 0 0 0 0 16 19 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011837
DrugBank
ChEMBL
IUPHAR/BPS	93
PharmaGKB
KEGG Drug
PubChem CID	27400
ChEBI
CAS Number

Drug Properties

Molecular Weight	295.14
ALogP	1.6351
MLogP	3.33
XLogP	5.17
HDA	1
HBD	0
Rotatable Bonds	1
TPSA	31.48
RO5 Violation	1