NPASS drugs

Drug Information

Drug ID:	NPD4531
Drug Name:	(R)-Cetirizine
Molecular Formula:	C21H25ClN2O3
Canonical SMILES:	OC(=O)COCCN1CCN(CC1)[C@@H](c1ccc(cc1)Cl)c1ccccc1
Standard InCHI:	InChI=1S/C21H25ClN2O3/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26/h1-9,21H,10-16H2,(H,25,26)/t21-/m1/s1
Standard InCHIKey:	ZKLPARSLTMPFCP-OAQYLSRUSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4531

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	86
0.1-0.2	850
0.2-0.3	5134
0.3-0.4	14703
0.4-0.5	8883
0.5-0.6	1159
0.6-0.7	74
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	0.7183	NPC313352
Remote Similarity	0.6934	NPC314192
Remote Similarity	0.6585	NPC470926
Remote Similarity	0.6573	NPC136453
Remote Similarity	0.6528	NPC152850
Remote Similarity	0.6528	NPC89923
Remote Similarity	0.6528	NPC239990
Remote Similarity	0.6528	NPC105114
Remote Similarity	0.6528	NPC71933
Remote Similarity	0.651	NPC68865
Remote Similarity	0.6489	NPC473418
Remote Similarity	0.6424	NPC46098
Remote Similarity	0.6424	NPC307357
Remote Similarity	0.6424	NPC268841
Remote Similarity	0.64	NPC127741
Remote Similarity	0.6395	NPC157311
Remote Similarity	0.6351	NPC44805
Remote Similarity	0.6351	NPC8761
Remote Similarity	0.6345	NPC65310
Remote Similarity	0.6336	NPC471310
Remote Similarity	0.6299	NPC329430
Remote Similarity	0.6276	NPC474847
Remote Similarity	0.6275	NPC469426
Remote Similarity	0.6275	NPC469427
Remote Similarity	0.6268	NPC316582
Remote Similarity	0.6259	NPC101139
Remote Similarity	0.6258	NPC209509
Remote Similarity	0.625	NPC316906
Remote Similarity	0.6241	NPC320656
Remote Similarity	0.6218	NPC262077
Remote Similarity	0.6187	NPC471318
Remote Similarity	0.6184	NPC471264
Remote Similarity	0.6184	NPC471265
Remote Similarity	0.6176	NPC292758
Remote Similarity	0.6176	NPC65855
Remote Similarity	0.6169	NPC269398
Remote Similarity	0.6169	NPC263493
Remote Similarity	0.6144	NPC470884
Remote Similarity	0.6144	NPC178662
Remote Similarity	0.6144	NPC476133
Remote Similarity	0.6144	NPC98424
Remote Similarity	0.6144	NPC92784
Remote Similarity	0.6139	NPC471820
Remote Similarity	0.6139	NPC471821
Remote Similarity	0.6139	NPC105717
Remote Similarity	0.6136	NPC239854
Remote Similarity	0.6131	NPC313981
Remote Similarity	0.6129	NPC139326
Remote Similarity	0.6129	NPC161069
Remote Similarity	0.6127	NPC220698
Remote Similarity	0.6127	NPC237420
Remote Similarity	0.6119	NPC476198
Remote Similarity	0.6119	NPC167336
Remote Similarity	0.6104	NPC239762
Remote Similarity	0.6104	NPC163392
Remote Similarity	0.6099	NPC470544
Remote Similarity	0.6078	NPC325599
Remote Similarity	0.6069	NPC317474
Remote Similarity	0.6069	NPC291027
Remote Similarity	0.6069	NPC84281
Remote Similarity	0.6069	NPC169485
Remote Similarity	0.6069	NPC213126
Remote Similarity	0.6062	NPC321617
Remote Similarity	0.6061	NPC471527
Remote Similarity	0.6058	NPC158854
Remote Similarity	0.6056	NPC470545
Remote Similarity	0.6051	NPC5620
Remote Similarity	0.6042	NPC45777
Remote Similarity	0.6042	NPC477061
Remote Similarity	0.6039	NPC77992
Remote Similarity	0.6031	NPC322598
Remote Similarity	0.6025	NPC162104
Remote Similarity	0.6015	NPC291610
Remote Similarity	0.6014	NPC470546
Remote Similarity	0.6	NPC69496
Remote Similarity	0.5988	NPC471053
Remote Similarity	0.5988	NPC471052
Remote Similarity	0.5988	NPC286551
Remote Similarity	0.5988	NPC471051
Remote Similarity	0.5987	NPC233910
Remote Similarity	0.5987	NPC245836
Remote Similarity	0.5985	NPC77294
Remote Similarity	0.5975	NPC138775
Remote Similarity	0.5975	NPC145113
Remote Similarity	0.5975	NPC135121
Remote Similarity	0.5974	NPC478140
Remote Similarity	0.5962	NPC168113
Remote Similarity	0.5956	NPC473371
Remote Similarity	0.5954	NPC311242
Remote Similarity	0.5949	NPC201244
Remote Similarity	0.5949	NPC477217
Remote Similarity	0.5946	NPC4974
Remote Similarity	0.5939	NPC297145
Remote Similarity	0.5939	NPC197743
Remote Similarity	0.5935	NPC119677
Remote Similarity	0.5935	NPC104070
Remote Similarity	0.5931	NPC317564
Remote Similarity	0.5931	NPC302169
Remote Similarity	0.5924	NPC197682
Remote Similarity	0.5924	NPC176226
Remote Similarity	0.5921	NPC246079
Remote Similarity	0.5906	NPC116961
Remote Similarity	0.5903	NPC310467
Remote Similarity	0.5903	NPC228515
Remote Similarity	0.5901	NPC129666
Remote Similarity	0.5899	NPC319579
Remote Similarity	0.5896	NPC329375
Remote Similarity	0.589	NPC71684
Remote Similarity	0.589	NPC122590
Remote Similarity	0.5887	NPC169016
Remote Similarity	0.5882	NPC474559
Remote Similarity	0.5878	NPC307020
Remote Similarity	0.5875	NPC225648
Remote Similarity	0.5875	NPC329761
Remote Similarity	0.5873	NPC305602
Remote Similarity	0.5873	NPC17497
Remote Similarity	0.5871	NPC43755
Remote Similarity	0.5867	NPC210950
Remote Similarity	0.5867	NPC199738
Remote Similarity	0.5839	NPC240848
Remote Similarity	0.5833	NPC169328
Remote Similarity	0.5822	NPC476990
Remote Similarity	0.5817	NPC325479
Remote Similarity	0.5814	NPC269383
Remote Similarity	0.5814	NPC151030
Remote Similarity	0.5811	NPC35996
Remote Similarity	0.5805	NPC227778
Remote Similarity	0.5802	NPC108339
Remote Similarity	0.5802	NPC94602
Remote Similarity	0.5799	NPC85651
Remote Similarity	0.5793	NPC473341
Remote Similarity	0.5786	NPC476978
Remote Similarity	0.5786	NPC52748
Remote Similarity	0.5786	NPC475128
Remote Similarity	0.5782	NPC202521
Remote Similarity	0.5772	NPC285394
Remote Similarity	0.5766	NPC474695
Remote Similarity	0.5766	NPC67043
Remote Similarity	0.5764	NPC315276
Remote Similarity	0.5764	NPC285926
Remote Similarity	0.5764	NPC14672
Remote Similarity	0.5762	NPC478079
Remote Similarity	0.575	NPC271642
Remote Similarity	0.5747	NPC49315
Remote Similarity	0.5743	NPC252878
Remote Similarity	0.5742	NPC248283
Remote Similarity	0.574	NPC73644
Remote Similarity	0.5734	NPC33742
Remote Similarity	0.5734	NPC113099
Remote Similarity	0.5732	NPC477557
Remote Similarity	0.5725	NPC45033
Remote Similarity	0.5724	NPC213969
Remote Similarity	0.5724	NPC165726
Remote Similarity	0.5724	NPC469666
Remote Similarity	0.5724	NPC111428
Remote Similarity	0.5724	NPC473322
Remote Similarity	0.5723	NPC186284
Remote Similarity	0.5723	NPC22082
Remote Similarity	0.5714	NPC62104
Remote Similarity	0.5714	NPC473354
Remote Similarity	0.5714	NPC80150
Remote Similarity	0.5714	NPC24777
Remote Similarity	0.5714	NPC475710
Remote Similarity	0.5714	NPC314114
Remote Similarity	0.5714	NPC190663
Remote Similarity	0.5714	NPC1390
Remote Similarity	0.5714	NPC246913
Remote Similarity	0.5706	NPC2501
Remote Similarity	0.5705	NPC175726
Remote Similarity	0.5705	NPC6975
Remote Similarity	0.5705	NPC46427
Remote Similarity	0.5705	NPC474082
Remote Similarity	0.5704	NPC228400
Remote Similarity	0.5704	NPC214200
Remote Similarity	0.5704	NPC273814
Remote Similarity	0.5704	NPC316797
Remote Similarity	0.5698	NPC472115
Remote Similarity	0.5698	NPC472114
Remote Similarity	0.5696	NPC476259
Remote Similarity	0.5692	NPC245259
Remote Similarity	0.5687	NPC314388
Remote Similarity	0.5687	NPC315283
Remote Similarity	0.5685	NPC314992
Remote Similarity	0.5679	NPC260194
Remote Similarity	0.5676	NPC475915
Remote Similarity	0.5674	NPC134413
Remote Similarity	0.5674	NPC263507
Remote Similarity	0.5674	NPC45112
Remote Similarity	0.5674	NPC271958
Remote Similarity	0.5672	NPC154517
Remote Similarity	0.5669	NPC258046
Remote Similarity	0.5669	NPC203076
Remote Similarity	0.5667	NPC98976
Remote Similarity	0.5664	NPC276949
Remote Similarity	0.5664	NPC35850
Remote Similarity	0.5657	NPC273755
Remote Similarity	0.5655	NPC63370
Remote Similarity	0.5655	NPC36836
Remote Similarity	0.5655	NPC239357
Remote Similarity	0.5655	NPC2265

Drug Structure

NPD4531 OpenBabel08211705262D 28 30 0 0 1 0 0 0 0 0999 V2000 -0.8660 3.5000 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 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 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 0.8660 -1.5000 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 -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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 -0.8660 1.5000 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 -3.4641 -1.0000 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 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 6.0622 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 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 17 2 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 18 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 19 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 15 1 0 0 0 0 14 23 1 0 0 0 0 15 27 1 0 0 0 0 16 20 1 0 0 0 0 16 27 1 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 17 1 1 0 0 0 21 24 1 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001397
DrugBank	DB06282
ChEMBL	CHEMBL1201191
IUPHAR/BPS	1214
PharmaGKB
KEGG Drug	D07402
PubChem CID	1549000
ChEBI	94559
CAS Number	130018-77-8

Drug Properties

Molecular Weight	388.16
ALogP	0.1942
MLogP	3.11
XLogP	4.214
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	53.01
RO5 Violation	0