NPASS drugs

Drug Information

Drug ID:	NPD4631
Drug Name:	Hydroxyzine
Molecular Formula:	C21H27ClN2O2
Canonical SMILES:	OCCOCCN1CCN(CC1)C(c1ccc(cc1)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2
Standard InCHIKey:	ZQDWXGKKHFNSQK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4631

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	99
0.1-0.2	1028
0.2-0.3	7131
0.3-0.4	13538
0.4-0.5	7758
0.5-0.6	1286
0.6-0.7	49
0.7-0.8	1
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	0.7426	NPC313352
Remote Similarity	0.6983	NPC470926
Remote Similarity	0.6917	NPC314192
Remote Similarity	0.6718	NPC101139
Remote Similarity	0.6694	NPC471310
Remote Similarity	0.6667	NPC329430
Remote Similarity	0.6641	NPC292758
Remote Similarity	0.6641	NPC65855
Remote Similarity	0.6587	NPC473418
Remote Similarity	0.6567	NPC320656
Remote Similarity	0.648	NPC239854
Remote Similarity	0.6447	NPC321617
Remote Similarity	0.635	NPC316582
Remote Similarity	0.6349	NPC291610
Remote Similarity	0.6327	NPC316906
Remote Similarity	0.6308	NPC77294
Remote Similarity	0.6293	NPC104070
Remote Similarity	0.6293	NPC119677
Remote Similarity	0.629	NPC311242
Remote Similarity	0.6286	NPC307020
Remote Similarity	0.6269	NPC471318
Remote Similarity	0.6239	NPC169016
Remote Similarity	0.6232	NPC317564
Remote Similarity	0.6204	NPC220698
Remote Similarity	0.6202	NPC167336
Remote Similarity	0.6202	NPC474559
Remote Similarity	0.6176	NPC470544
Remote Similarity	0.6149	NPC127741
Remote Similarity	0.6149	NPC325599
Remote Similarity	0.6142	NPC214200
Remote Similarity	0.6142	NPC228400
Remote Similarity	0.6131	NPC470545
Remote Similarity	0.6129	NPC108339
Remote Similarity	0.6127	NPC474847
Remote Similarity	0.6115	NPC302169
Remote Similarity	0.6106	NPC271642
Remote Similarity	0.6087	NPC470546
Remote Similarity	0.6077	NPC211551
Remote Similarity	0.6077	NPC474695
Remote Similarity	0.6049	NPC85651
Remote Similarity	0.6042	NPC478079
Remote Similarity	0.6026	NPC469426
Remote Similarity	0.6026	NPC469427
Remote Similarity	0.6018	NPC98976
Remote Similarity	0.6016	NPC316797
Remote Similarity	0.6015	NPC24777
Remote Similarity	0.6	NPC326232
Remote Similarity	0.6	NPC203076
Remote Similarity	0.6	NPC258046
Remote Similarity	0.6	NPC476990
Remote Similarity	0.5983	NPC231986
Remote Similarity	0.5974	NPC262077
Remote Similarity	0.5972	NPC65310
Remote Similarity	0.5972	NPC136453
Remote Similarity	0.5971	NPC228515
Remote Similarity	0.596	NPC163392
Remote Similarity	0.596	NPC307357
Remote Similarity	0.596	NPC268841
Remote Similarity	0.596	NPC46098
Remote Similarity	0.596	NPC239762
Remote Similarity	0.5957	NPC202521
Remote Similarity	0.5957	NPC71684
Remote Similarity	0.5957	NPC475915
Remote Similarity	0.5952	NPC471319
Remote Similarity	0.5952	NPC471320
Remote Similarity	0.595	NPC473031
Remote Similarity	0.595	NPC305602
Remote Similarity	0.595	NPC17497
Remote Similarity	0.5944	NPC285394
Remote Similarity	0.5933	NPC68865
Remote Similarity	0.5931	NPC71933
Remote Similarity	0.5931	NPC239990
Remote Similarity	0.5931	NPC105114
Remote Similarity	0.5931	NPC152850
Remote Similarity	0.5931	NPC89923
Remote Similarity	0.5926	NPC471527
Remote Similarity	0.592	NPC322040
Remote Similarity	0.5915	NPC213126
Remote Similarity	0.5915	NPC84281
Remote Similarity	0.5915	NPC291027
Remote Similarity	0.5915	NPC169485
Remote Similarity	0.5915	NPC317474
Remote Similarity	0.5915	NPC252878
Remote Similarity	0.5902	NPC12429
Remote Similarity	0.589	NPC469666
Remote Similarity	0.589	NPC40488
Remote Similarity	0.5887	NPC245259
Remote Similarity	0.5887	NPC226438
Remote Similarity	0.5887	NPC477061
Remote Similarity	0.5887	NPC45777
Remote Similarity	0.5882	NPC161069
Remote Similarity	0.5882	NPC315348
Remote Similarity	0.5882	NPC22082
Remote Similarity	0.5882	NPC186284
Remote Similarity	0.5882	NPC32002
Remote Similarity	0.5878	NPC88267
Remote Similarity	0.5878	NPC224610
Remote Similarity	0.5878	NPC325479
Remote Similarity	0.5878	NPC113326
Remote Similarity	0.5878	NPC194390
Remote Similarity	0.5874	NPC46427
Remote Similarity	0.5874	NPC175726
Remote Similarity	0.5874	NPC6975
Remote Similarity	0.5874	NPC474082
Remote Similarity	0.5873	NPC303045
Remote Similarity	0.5873	NPC161972
Remote Similarity	0.5868	NPC116961
Remote Similarity	0.5857	NPC237420
Remote Similarity	0.5854	NPC471053
Remote Similarity	0.5854	NPC470877
Remote Similarity	0.5854	NPC471052
Remote Similarity	0.5854	NPC471051
Remote Similarity	0.5852	NPC313981
Remote Similarity	0.585	NPC69496
Remote Similarity	0.5839	NPC474544
Remote Similarity	0.5839	NPC233910
Remote Similarity	0.5839	NPC1986
Remote Similarity	0.5839	NPC245836
Remote Similarity	0.5833	NPC473371
Remote Similarity	0.5833	NPC476198
Remote Similarity	0.5833	NPC135121
Remote Similarity	0.5833	NPC255253
Remote Similarity	0.5828	NPC478140
Remote Similarity	0.5827	NPC25565
Remote Similarity	0.5827	NPC14672
Remote Similarity	0.5827	NPC285926
Remote Similarity	0.5827	NPC315276
Remote Similarity	0.5823	NPC191376
Remote Similarity	0.5823	NPC179825
Remote Similarity	0.5823	NPC321505
Remote Similarity	0.5811	NPC157311
Remote Similarity	0.5806	NPC74936
Remote Similarity	0.5806	NPC209764
Remote Similarity	0.5806	NPC201244
Remote Similarity	0.5806	NPC159178
Remote Similarity	0.5806	NPC78041
Remote Similarity	0.5806	NPC477217
Remote Similarity	0.5806	NPC172128
Remote Similarity	0.5806	NPC141139
Remote Similarity	0.5806	NPC471307
Remote Similarity	0.5806	NPC121872
Remote Similarity	0.5797	NPC33742
Remote Similarity	0.5797	NPC113099
Remote Similarity	0.5796	NPC185838
Remote Similarity	0.5789	NPC77992
Remote Similarity	0.5789	NPC45033
Remote Similarity	0.5786	NPC147390
Remote Similarity	0.5786	NPC476571
Remote Similarity	0.5786	NPC246587
Remote Similarity	0.5786	NPC135538
Remote Similarity	0.5786	NPC428
Remote Similarity	0.5786	NPC24233
Remote Similarity	0.5782	NPC473322
Remote Similarity	0.5782	NPC111428
Remote Similarity	0.5781	NPC473501
Remote Similarity	0.5781	NPC475439
Remote Similarity	0.5779	NPC314682
Remote Similarity	0.5778	NPC158854
Remote Similarity	0.5772	NPC8761
Remote Similarity	0.5772	NPC44805
Remote Similarity	0.5769	NPC469457
Remote Similarity	0.5758	NPC226778
Remote Similarity	0.5758	NPC147000
Remote Similarity	0.5758	NPC304761
Remote Similarity	0.5758	NPC150254
Remote Similarity	0.575	NPC103379
Remote Similarity	0.575	NPC122590
Remote Similarity	0.575	NPC477565
Remote Similarity	0.5748	NPC58674
Remote Similarity	0.5742	NPC213206
Remote Similarity	0.5742	NPC474915
Remote Similarity	0.5742	NPC188163
Remote Similarity	0.5742	NPC328750
Remote Similarity	0.5736	NPC322598
Remote Similarity	0.5732	NPC138775
Remote Similarity	0.5726	NPC12857
Remote Similarity	0.5725	NPC329375
Remote Similarity	0.5725	NPC276949
Remote Similarity	0.5725	NPC35850
Remote Similarity	0.5723	NPC476151
Remote Similarity	0.5714	NPC211468
Remote Similarity	0.5714	NPC319766
Remote Similarity	0.5714	NPC168113
Remote Similarity	0.5714	NPC170170
Remote Similarity	0.5714	NPC239357
Remote Similarity	0.5714	NPC219233
Remote Similarity	0.5714	NPC243162
Remote Similarity	0.5714	NPC476950
Remote Similarity	0.5705	NPC209509
Remote Similarity	0.5705	NPC255447
Remote Similarity	0.5704	NPC14950
Remote Similarity	0.5696	NPC471820
Remote Similarity	0.5696	NPC471821
Remote Similarity	0.5691	NPC471638
Remote Similarity	0.5685	NPC4974
Remote Similarity	0.5677	NPC470301
Remote Similarity	0.5677	NPC323123
Remote Similarity	0.5677	NPC197682
Remote Similarity	0.5677	NPC176226
Remote Similarity	0.5674	NPC192209

Drug Structure

NPD4631 OpenBabel08211705262D 27 29 0 0 1 0 0 0 0 0999 V2000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 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 -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 2.5981 -6.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 18 2 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 19 2 0 0 0 0 7 9 2 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 20 1 0 0 0 0 10 12 1 0 0 0 0 10 23 1 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 23 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 26 1 0 0 0 0 18 21 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000324
DrugBank	DB00557
ChEMBL	CHEMBL896
IUPHAR/BPS	7199
PharmaGKB	PA449943
KEGG Drug
PubChem CID	3658
ChEBI	5818
CAS Number	68-88-2

Drug Properties

Molecular Weight	374.18
ALogP	0.1987
MLogP	3.22
XLogP	4.123
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	35.94
RO5 Violation	0