NPASS drugs

Drug Information

Drug ID:	NPD6236
Drug Name:	Meclizine
Molecular Formula:	C25H27ClN2
Canonical SMILES:	Clc1ccc(cc1)C(c1ccccc1)N1CCN(CC1)Cc1cccc(c1)C
Standard InCHI:	InChI=1S/C25H27ClN2/c1-20-6-5-7-21(18-20)19-27-14-16-28(17-15-27)25(22-8-3-2-4-9-22)23-10-12-24(26)13-11-23/h2-13,18,25H,14-17,19H2,1H3
Standard InCHIKey:	OCJYIGYOJCODJL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6236

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	432
0.1-0.2	2922
0.2-0.3	10153
0.3-0.4	12943
0.4-0.5	3679
0.5-0.6	697
0.6-0.7	56
0.7-0.8	8
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	0.789	NPC239854
Intermediate Similarity	0.7885	NPC470926
Intermediate Similarity	0.7583	NPC320656
Intermediate Similarity	0.7339	NPC329430
Intermediate Similarity	0.7217	NPC474695
Intermediate Similarity	0.7115	NPC104070
Intermediate Similarity	0.7105	NPC291610
Intermediate Similarity	0.7034	NPC77294
Remote Similarity	0.6992	NPC313352
Remote Similarity	0.6952	NPC119677
Remote Similarity	0.6931	NPC271642
Remote Similarity	0.6887	NPC169016
Remote Similarity	0.6832	NPC98976
Remote Similarity	0.678	NPC473418
Remote Similarity	0.6762	NPC231986
Remote Similarity	0.6752	NPC471310
Remote Similarity	0.6724	NPC474582
Remote Similarity	0.6606	NPC258046
Remote Similarity	0.6594	NPC316906
Remote Similarity	0.6589	NPC475915
Remote Similarity	0.6491	NPC322040
Remote Similarity	0.6476	NPC12857
Remote Similarity	0.6454	NPC32002
Remote Similarity	0.6454	NPC315348
Remote Similarity	0.6403	NPC325599
Remote Similarity	0.6381	NPC98269
Remote Similarity	0.6381	NPC325662
Remote Similarity	0.6364	NPC474559
Remote Similarity	0.6364	NPC167336
Remote Similarity	0.6348	NPC469330
Remote Similarity	0.6336	NPC314192
Remote Similarity	0.6296	NPC469949
Remote Similarity	0.6279	NPC192209
Remote Similarity	0.625	NPC60408
Remote Similarity	0.6231	NPC264580
Remote Similarity	0.6172	NPC246904
Remote Similarity	0.6172	NPC471318
Remote Similarity	0.616	NPC292758
Remote Similarity	0.616	NPC65855
Remote Similarity	0.6154	NPC108339
Remote Similarity	0.6154	NPC313449
Remote Similarity	0.6148	NPC79698
Remote Similarity	0.6132	NPC139658
Remote Similarity	0.6126	NPC133162
Remote Similarity	0.6106	NPC17497
Remote Similarity	0.6106	NPC305602
Remote Similarity	0.6103	NPC252794
Remote Similarity	0.6102	NPC471319
Remote Similarity	0.6102	NPC471320
Remote Similarity	0.6095	NPC113000
Remote Similarity	0.6095	NPC122327
Remote Similarity	0.6095	NPC112609
Remote Similarity	0.6094	NPC296163
Remote Similarity	0.6094	NPC187036
Remote Similarity	0.6087	NPC9856
Remote Similarity	0.6077	NPC313673
Remote Similarity	0.6075	NPC290638
Remote Similarity	0.6058	NPC478079
Remote Similarity	0.6055	NPC315216
Remote Similarity	0.6047	NPC113099
Remote Similarity	0.6016	NPC469974
Remote Similarity	0.6015	NPC316582
Remote Similarity	0.6015	NPC317564
Remote Similarity	0.6	NPC473573
Remote Similarity	0.5985	NPC228515
Remote Similarity	0.5971	NPC473417
Remote Similarity	0.5965	NPC473031
Remote Similarity	0.5962	NPC219246
Remote Similarity	0.5952	NPC302790
Remote Similarity	0.5943	NPC299134
Remote Similarity	0.5929	NPC126458
Remote Similarity	0.5917	NPC311242
Remote Similarity	0.5913	NPC12429
Remote Similarity	0.5909	NPC476464
Remote Similarity	0.5893	NPC474088
Remote Similarity	0.5888	NPC276699
Remote Similarity	0.5888	NPC307195
Remote Similarity	0.5887	NPC473962
Remote Similarity	0.5878	NPC288232
Remote Similarity	0.5877	NPC203076
Remote Similarity	0.5873	NPC79618
Remote Similarity	0.5873	NPC434
Remote Similarity	0.5872	NPC245896
Remote Similarity	0.5872	NPC66270
Remote Similarity	0.5865	NPC220698
Remote Similarity	0.5862	NPC470877
Remote Similarity	0.585	NPC470925
Remote Similarity	0.5849	NPC244738
Remote Similarity	0.5847	NPC473661
Remote Similarity	0.5833	NPC470544
Remote Similarity	0.5818	NPC159661
Remote Similarity	0.5812	NPC471307
Remote Similarity	0.5812	NPC209764
Remote Similarity	0.5812	NPC191444
Remote Similarity	0.5812	NPC141139
Remote Similarity	0.5812	NPC74936
Remote Similarity	0.5812	NPC78041
Remote Similarity	0.5812	NPC121872
Remote Similarity	0.5812	NPC159178
Remote Similarity	0.581	NPC229235
Remote Similarity	0.5794	NPC96835
Remote Similarity	0.5794	NPC258492
Remote Similarity	0.5789	NPC470545
Remote Similarity	0.578	NPC3190
Remote Similarity	0.578	NPC249018
Remote Similarity	0.5766	NPC50063
Remote Similarity	0.5746	NPC470546
Remote Similarity	0.5743	NPC22786
Remote Similarity	0.5732	NPC477591
Remote Similarity	0.5727	NPC255345
Remote Similarity	0.5726	NPC176858
Remote Similarity	0.5724	NPC144863
Remote Similarity	0.5724	NPC253883
Remote Similarity	0.5724	NPC95075
Remote Similarity	0.5724	NPC90844
Remote Similarity	0.5714	NPC139416
Remote Similarity	0.5714	NPC476198
Remote Similarity	0.5714	NPC476950
Remote Similarity	0.5714	NPC125416
Remote Similarity	0.5714	NPC246822
Remote Similarity	0.5714	NPC213570
Remote Similarity	0.5704	NPC126859
Remote Similarity	0.5704	NPC89769
Remote Similarity	0.5704	NPC226143
Remote Similarity	0.5704	NPC259665
Remote Similarity	0.5701	NPC54269
Remote Similarity	0.5695	NPC469735
Remote Similarity	0.5683	NPC122718
Remote Similarity	0.5679	NPC116961
Remote Similarity	0.5674	NPC473322
Remote Similarity	0.5674	NPC111428
Remote Similarity	0.5669	NPC45033
Remote Similarity	0.5667	NPC20144
Remote Similarity	0.5667	NPC7067
Remote Similarity	0.5667	NPC471309
Remote Similarity	0.5664	NPC53044
Remote Similarity	0.566	NPC72670
Remote Similarity	0.5658	NPC469740
Remote Similarity	0.5656	NPC472258
Remote Similarity	0.5649	NPC206592
Remote Similarity	0.5649	NPC92541
Remote Similarity	0.5649	NPC66936
Remote Similarity	0.5649	NPC219162
Remote Similarity	0.5646	NPC314102
Remote Similarity	0.5646	NPC251722
Remote Similarity	0.5644	NPC210849
Remote Similarity	0.5644	NPC246588
Remote Similarity	0.5644	NPC150196
Remote Similarity	0.5641	NPC111233
Remote Similarity	0.5639	NPC101139
Remote Similarity	0.5634	NPC124802
Remote Similarity	0.5631	NPC32312
Remote Similarity	0.562	NPC303045
Remote Similarity	0.562	NPC71684
Remote Similarity	0.562	NPC161972
Remote Similarity	0.5615	NPC313981
Remote Similarity	0.5612	NPC307020
Remote Similarity	0.561	NPC322598
Remote Similarity	0.5607	NPC1008
Remote Similarity	0.5607	NPC87099
Remote Similarity	0.5607	NPC158028
Remote Similarity	0.5607	NPC280135
Remote Similarity	0.5607	NPC39799
Remote Similarity	0.5607	NPC193578
Remote Similarity	0.5607	NPC135433
Remote Similarity	0.5607	NPC226999
Remote Similarity	0.5603	NPC145754

Drug Structure

NPD6236 OpenBabel08211709092D 28 31 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 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 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 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 2.5981 -0.5000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.3301 5.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 8 1 0 0 0 0 4 9 2 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 20 1 0 0 0 0 7 21 2 0 0 0 0 8 22 2 0 0 0 0 9 22 1 0 0 0 0 10 12 1 0 0 0 0 10 23 2 0 0 0 0 11 13 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 28 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 22 25 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000795
DrugBank	DB00737
ChEMBL	CHEMBL1623
IUPHAR/BPS	2757
PharmaGKB	PA450338
KEGG Drug
PubChem CID	4034
ChEBI	6709
CAS Number	569-65-3

Drug Properties

Molecular Weight	390.19
ALogP	1.4203
MLogP	3.88
XLogP	8.253
HDA	2
HBD	0
Rotatable Bonds	7
TPSA	6.48
RO5 Violation	1