NPASS drugs

Drug Information

Drug ID:	NPD2939
Drug Name:	Chlorcyclizine
Molecular Formula:	C18H21ClN2
Canonical SMILES:	CN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C18H21ClN2/c1-20-11-13-21(14-12-20)18(15-5-3-2-4-6-15)16-7-9-17(19)10-8-16/h2-10,18H,11-14H2,1H3
Standard InCHIKey:	WFNAKBGANONZEQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD2939

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	389
0.1-0.2	2875
0.2-0.3	10312
0.3-0.4	12786
0.4-0.5	3705
0.5-0.6	734
0.6-0.7	73
0.7-0.8	15
0.8-0.85	1
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	0.8283	NPC470926
Intermediate Similarity	0.7692	NPC329430
Intermediate Similarity	0.7607	NPC320656
Intermediate Similarity	0.7593	NPC239854
Intermediate Similarity	0.7475	NPC104070
Intermediate Similarity	0.7431	NPC291610
Intermediate Similarity	0.7345	NPC77294
Intermediate Similarity	0.73	NPC119677
Intermediate Similarity	0.7292	NPC271642
Intermediate Similarity	0.7266	NPC313352
Intermediate Similarity	0.7228	NPC169016
Intermediate Similarity	0.7188	NPC98976
Intermediate Similarity	0.71	NPC231986
Intermediate Similarity	0.708	NPC474695
Intermediate Similarity	0.708	NPC473418
Intermediate Similarity	0.7054	NPC471310
Remote Similarity	0.6923	NPC258046
Remote Similarity	0.68	NPC12857
Remote Similarity	0.6789	NPC322040
Remote Similarity	0.672	NPC475915
Remote Similarity	0.67	NPC98269
Remote Similarity	0.67	NPC325662
Remote Similarity	0.6691	NPC32002
Remote Similarity	0.6691	NPC315348
Remote Similarity	0.6642	NPC325599
Remote Similarity	0.6638	NPC167336
Remote Similarity	0.6579	NPC474582
Remote Similarity	0.6532	NPC192209
Remote Similarity	0.6496	NPC474559
Remote Similarity	0.648	NPC264580
Remote Similarity	0.6471	NPC316906
Remote Similarity	0.6457	NPC314192
Remote Similarity	0.6436	NPC139658
Remote Similarity	0.6429	NPC108339
Remote Similarity	0.6423	NPC471318
Remote Similarity	0.6417	NPC292758
Remote Similarity	0.6417	NPC65855
Remote Similarity	0.6415	NPC133162
Remote Similarity	0.64	NPC112609
Remote Similarity	0.64	NPC122327
Remote Similarity	0.64	NPC113000
Remote Similarity	0.6389	NPC17497
Remote Similarity	0.6389	NPC305602
Remote Similarity	0.6373	NPC290638
Remote Similarity	0.6372	NPC471320
Remote Similarity	0.6372	NPC471319
Remote Similarity	0.6341	NPC187036
Remote Similarity	0.6341	NPC296163
Remote Similarity	0.6339	NPC469330
Remote Similarity	0.629	NPC113099
Remote Similarity	0.6288	NPC478079
Remote Similarity	0.6271	NPC469974
Remote Similarity	0.627	NPC313449
Remote Similarity	0.6263	NPC219246
Remote Similarity	0.625	NPC317564
Remote Similarity	0.6239	NPC473031
Remote Similarity	0.6238	NPC299134
Remote Similarity	0.6212	NPC252794
Remote Similarity	0.6198	NPC302790
Remote Similarity	0.6182	NPC12429
Remote Similarity	0.6176	NPC276699
Remote Similarity	0.6174	NPC311242
Remote Similarity	0.6168	NPC474088
Remote Similarity	0.6165	NPC469949
Remote Similarity	0.6147	NPC203076
Remote Similarity	0.6139	NPC244738
Remote Similarity	0.6126	NPC470877
Remote Similarity	0.6111	NPC288232
Remote Similarity	0.6107	NPC476464
Remote Similarity	0.6106	NPC473661
Remote Similarity	0.61	NPC229235
Remote Similarity	0.6094	NPC220698
Remote Similarity	0.6091	NPC60408
Remote Similarity	0.6074	NPC473417
Remote Similarity	0.6071	NPC74936
Remote Similarity	0.6071	NPC159178
Remote Similarity	0.6071	NPC141139
Remote Similarity	0.6071	NPC78041
Remote Similarity	0.6071	NPC209764
Remote Similarity	0.6071	NPC471307
Remote Similarity	0.6071	NPC121872
Remote Similarity	0.6071	NPC191444
Remote Similarity	0.6063	NPC313673
Remote Similarity	0.6063	NPC470544
Remote Similarity	0.6042	NPC22786
Remote Similarity	0.6032	NPC246904
Remote Similarity	0.6016	NPC470545
Remote Similarity	0.6015	NPC79698
Remote Similarity	0.6	NPC316582
Remote Similarity	0.5982	NPC176858
Remote Similarity	0.5969	NPC228515
Remote Similarity	0.5969	NPC470546
Remote Similarity	0.5956	NPC9856
Remote Similarity	0.595	NPC476198
Remote Similarity	0.5938	NPC125416
Remote Similarity	0.5938	NPC210849
Remote Similarity	0.5938	NPC246588
Remote Similarity	0.5926	NPC476950
Remote Similarity	0.5923	NPC226143
Remote Similarity	0.5913	NPC7067
Remote Similarity	0.5913	NPC471309
Remote Similarity	0.5902	NPC45033
Remote Similarity	0.5897	NPC472258
Remote Similarity	0.5862	NPC303045
Remote Similarity	0.5862	NPC161972
Remote Similarity	0.586	NPC116961
Remote Similarity	0.5859	NPC473573
Remote Similarity	0.5859	NPC101139
Remote Similarity	0.5854	NPC79618
Remote Similarity	0.5854	NPC434
Remote Similarity	0.5847	NPC322598
Remote Similarity	0.584	NPC313981
Remote Similarity	0.5833	NPC71684
Remote Similarity	0.5821	NPC307020
Remote Similarity	0.5817	NPC477591
Remote Similarity	0.5816	NPC113670
Remote Similarity	0.5812	NPC25565
Remote Similarity	0.5809	NPC145754
Remote Similarity	0.5806	NPC164802
Remote Similarity	0.58	NPC267443
Remote Similarity	0.5797	NPC126458
Remote Similarity	0.5789	NPC172128
Remote Similarity	0.5772	NPC473498
Remote Similarity	0.5763	NPC473501
Remote Similarity	0.5763	NPC475439
Remote Similarity	0.5758	NPC27833
Remote Similarity	0.5755	NPC257390
Remote Similarity	0.5755	NPC473962
Remote Similarity	0.5755	NPC53044
Remote Similarity	0.5753	NPC20144
Remote Similarity	0.5752	NPC30445
Remote Similarity	0.575	NPC214200
Remote Similarity	0.575	NPC228400
Remote Similarity	0.5739	NPC226438
Remote Similarity	0.5734	NPC314102
Remote Similarity	0.5734	NPC251722
Remote Similarity	0.5734	NPC471312
Remote Similarity	0.5729	NPC36357
Remote Similarity	0.5729	NPC114327
Remote Similarity	0.5726	NPC256452
Remote Similarity	0.5714	NPC257490
Remote Similarity	0.5704	NPC285394
Remote Similarity	0.569	NPC108800
Remote Similarity	0.5686	NPC246822
Remote Similarity	0.5686	NPC213570
Remote Similarity	0.5686	NPC139416
Remote Similarity	0.5685	NPC476454
Remote Similarity	0.5673	NPC54269
Remote Similarity	0.5664	NPC471638
Remote Similarity	0.5659	NPC33742
Remote Similarity	0.5655	NPC314682
Remote Similarity	0.5655	NPC88097
Remote Similarity	0.5652	NPC111428
Remote Similarity	0.5652	NPC316108
Remote Similarity	0.5652	NPC66177
Remote Similarity	0.5652	NPC8305
Remote Similarity	0.5652	NPC268763
Remote Similarity	0.5652	NPC473322
Remote Similarity	0.5649	NPC476566
Remote Similarity	0.5649	NPC476440
Remote Similarity	0.5648	NPC159661
Remote Similarity	0.5641	NPC474974
Remote Similarity	0.5639	NPC302169
Remote Similarity	0.5636	NPC14326
Remote Similarity	0.5635	NPC158854
Remote Similarity	0.5635	NPC24777
Remote Similarity	0.5631	NPC72670
Remote Similarity	0.563	NPC329825
Remote Similarity	0.5625	NPC65873
Remote Similarity	0.5625	NPC120441
Remote Similarity	0.5625	NPC212114
Remote Similarity	0.5625	NPC300345
Remote Similarity	0.562	NPC316797
Remote Similarity	0.5616	NPC328750
Remote Similarity	0.5616	NPC213206
Remote Similarity	0.5616	NPC474915
Remote Similarity	0.5616	NPC188163
Remote Similarity	0.5616	NPC470925
Remote Similarity	0.5614	NPC111233
Remote Similarity	0.5612	NPC135924
Remote Similarity	0.5612	NPC54368
Remote Similarity	0.5612	NPC150196
Remote Similarity	0.5612	NPC248705
Remote Similarity	0.5612	NPC200624
Remote Similarity	0.561	NPC275467
Remote Similarity	0.5607	NPC249018
Remote Similarity	0.5607	NPC3190
Remote Similarity	0.5606	NPC81561
Remote Similarity	0.5606	NPC471402
Remote Similarity	0.5606	NPC240136
Remote Similarity	0.5606	NPC297486
Remote Similarity	0.5603	NPC245259
Remote Similarity	0.56	NPC32312
Remote Similarity	0.56	NPC291066
Remote Similarity	0.56	NPC155172
Remote Similarity	0.56	NPC198023

Drug Structure

NPD2939 OpenBabel08211702562D 21 23 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 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 6 2 0 0 0 0 5 15 2 0 0 0 0 6 15 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08936
ChEMBL	CHEMBL22150
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI	94402
CAS Number	82-93-9

Drug Properties

Molecular Weight	300.14
ALogP	0.869
MLogP	3.11
XLogP	5.022
HDA	2
HBD	0
Rotatable Bonds	5
TPSA	6.48
RO5 Violation	1