NPASS drugs

Drug Information

Drug ID:	NPD5009
Drug Name:	Azelastine Hydrochloride
Molecular Formula:	C22H24ClN3O.ClH
Canonical SMILES:	CN1CCCC(CC1)n1nc(Cc2ccc(cc2)Cl)c2c(c1=O)cccc2.Cl
Standard InCHI:	InChI=1S/C22H24ClN3O.ClH/c1-25-13-4-5-18(12-14-25)26-22(27)20-7-3-2-6-19(20)21(24-26)15-16-8-10-17(23)11-9-16;/h2-3,6-11,18H,4-5,12-15H2,1H3;1H
Standard InCHIKey:	YEJAJYAHJQIWNU-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5009

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	299
0.1-0.2	2076
0.2-0.3	9222
0.3-0.4	12793
0.4-0.5	5649
0.5-0.6	799
0.6-0.7	52
0.7-0.8	0
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
Remote Similarity	0.6892	NPC79698
Remote Similarity	0.6732	NPC473962
Remote Similarity	0.6667	NPC126458
Remote Similarity	0.6647	NPC477887
Remote Similarity	0.6571	NPC55529
Remote Similarity	0.6561	NPC325599
Remote Similarity	0.6547	NPC167336
Remote Similarity	0.6506	NPC117032
Remote Similarity	0.65	NPC473498
Remote Similarity	0.6497	NPC300299
Remote Similarity	0.6483	NPC113099
Remote Similarity	0.6429	NPC473418
Remote Similarity	0.6419	NPC220698
Remote Similarity	0.6383	NPC45033
Remote Similarity	0.637	NPC33742
Remote Similarity	0.637	NPC471318
Remote Similarity	0.637	NPC256452
Remote Similarity	0.6333	NPC27833
Remote Similarity	0.6312	NPC316906
Remote Similarity	0.6306	NPC207428
Remote Similarity	0.6296	NPC471574
Remote Similarity	0.6294	NPC77294
Remote Similarity	0.6273	NPC83214
Remote Similarity	0.6226	NPC313352
Remote Similarity	0.619	NPC35850
Remote Similarity	0.619	NPC276949
Remote Similarity	0.6184	NPC257490
Remote Similarity	0.6182	NPC136002
Remote Similarity	0.6178	NPC179224
Remote Similarity	0.6159	NPC226143
Remote Similarity	0.6148	NPC470926
Remote Similarity	0.6125	NPC162417
Remote Similarity	0.6125	NPC316104
Remote Similarity	0.6107	NPC473573
Remote Similarity	0.6105	NPC84317
Remote Similarity	0.6098	NPC2823
Remote Similarity	0.6093	NPC320656
Remote Similarity	0.6067	NPC14672
Remote Similarity	0.6067	NPC285926
Remote Similarity	0.6067	NPC315276
Remote Similarity	0.6067	NPC116961
Remote Similarity	0.6056	NPC471310
Remote Similarity	0.6053	NPC291962
Remote Similarity	0.6053	NPC177684
Remote Similarity	0.604	NPC246904
Remote Similarity	0.6026	NPC470545
Remote Similarity	0.6014	NPC275467
Remote Similarity	0.6013	NPC161956
Remote Similarity	0.6013	NPC112373
Remote Similarity	0.6013	NPC258531
Remote Similarity	0.6012	NPC122553
Remote Similarity	0.6	NPC53044
Remote Similarity	0.5989	NPC471130
Remote Similarity	0.5987	NPC470546
Remote Similarity	0.5972	NPC474559
Remote Similarity	0.596	NPC470544
Remote Similarity	0.596	NPC239357
Remote Similarity	0.5946	NPC470205
Remote Similarity	0.5944	NPC355
Remote Similarity	0.5943	NPC154478
Remote Similarity	0.5939	NPC207554
Remote Similarity	0.5926	NPC266425
Remote Similarity	0.5912	NPC150863
Remote Similarity	0.5912	NPC111428
Remote Similarity	0.5912	NPC473322
Remote Similarity	0.5909	NPC317564
Remote Similarity	0.5876	NPC88970
Remote Similarity	0.5875	NPC314431
Remote Similarity	0.5875	NPC280807
Remote Similarity	0.5875	NPC472245
Remote Similarity	0.5871	NPC71684
Remote Similarity	0.5858	NPC313850
Remote Similarity	0.5852	NPC17497
Remote Similarity	0.5852	NPC305602
Remote Similarity	0.5839	NPC255447
Remote Similarity	0.5829	NPC21429
Remote Similarity	0.5824	NPC324445
Remote Similarity	0.5822	NPC471447
Remote Similarity	0.5816	NPC472258
Remote Similarity	0.5808	NPC32002
Remote Similarity	0.5808	NPC315348
Remote Similarity	0.5806	NPC200964
Remote Similarity	0.5798	NPC133003
Remote Similarity	0.5796	NPC175726
Remote Similarity	0.5796	NPC474082
Remote Similarity	0.5795	NPC104345
Remote Similarity	0.5786	NPC329430
Remote Similarity	0.5776	NPC200589
Remote Similarity	0.5769	NPC314192
Remote Similarity	0.5767	NPC17273
Remote Similarity	0.5767	NPC135601
Remote Similarity	0.5767	NPC141612
Remote Similarity	0.5764	NPC239854
Remote Similarity	0.5759	NPC22746
Remote Similarity	0.5759	NPC222466
Remote Similarity	0.5759	NPC285394
Remote Similarity	0.5759	NPC192533
Remote Similarity	0.5755	NPC473661
Remote Similarity	0.5753	NPC143516
Remote Similarity	0.5749	NPC130251
Remote Similarity	0.573	NPC73644
Remote Similarity	0.5724	NPC202613
Remote Similarity	0.5723	NPC101719
Remote Similarity	0.5714	NPC474804
Remote Similarity	0.5714	NPC313449
Remote Similarity	0.5714	NPC71140
Remote Similarity	0.5714	NPC130898
Remote Similarity	0.5714	NPC291070
Remote Similarity	0.5714	NPC301760
Remote Similarity	0.5714	NPC295021
Remote Similarity	0.5714	NPC246757
Remote Similarity	0.5714	NPC192209
Remote Similarity	0.5714	NPC471164
Remote Similarity	0.5714	NPC474973
Remote Similarity	0.5706	NPC40364
Remote Similarity	0.5706	NPC325479
Remote Similarity	0.5705	NPC279385
Remote Similarity	0.5705	NPC179605
Remote Similarity	0.568	NPC238499
Remote Similarity	0.5677	NPC471195
Remote Similarity	0.5677	NPC471196
Remote Similarity	0.5669	NPC103292
Remote Similarity	0.5667	NPC189116
Remote Similarity	0.5663	NPC134657
Remote Similarity	0.5659	NPC475248
Remote Similarity	0.5659	NPC63047
Remote Similarity	0.5658	NPC187036
Remote Similarity	0.5646	NPC476198
Remote Similarity	0.5646	NPC474910
Remote Similarity	0.564	NPC246412
Remote Similarity	0.5633	NPC39818
Remote Similarity	0.5629	NPC181390
Remote Similarity	0.5629	NPC77992
Remote Similarity	0.5622	NPC469529
Remote Similarity	0.5617	NPC313722
Remote Similarity	0.5616	NPC471317
Remote Similarity	0.5611	NPC194881
Remote Similarity	0.5607	NPC254798
Remote Similarity	0.5604	NPC114637

Drug Structure

NPD5009 OpenBabel08211706322D 28 30 0 0 1 0 0 0 0 0999 V2000 10.5726 -4.7370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0865 -5.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3535 -4.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2544 -3.4367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0754 -5.5283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2100 -3.7314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -4.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 4.8301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5754 -4.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0514 -1.3563 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 13 1 0 0 0 0 5 18 1 0 0 0 0 6 19 2 0 0 0 0 7 20 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 21 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 24 2 0 0 0 0 22 26 1 0 0 0 0 22 27 2 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	381.16
ALogP	-0.737
MLogP	3.33
XLogP	5.445
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	35.91
RO5 Violation	1