NPASS drugs

Drug Information

Drug ID:	NPD6497
Drug Name:	Rupatadine
Molecular Formula:	C26H26ClN3
Canonical SMILES:	Cc1cncc(c1)CN1CCC(=C2c3ccc(cc3CCc3c2nccc3)Cl)CC1
Standard InCHI:	InChI=1S/C26H26ClN3/c1-18-13-19(16-28-15-18)17-30-11-8-20(9-12-30)25-24-7-6-23(27)14-22(24)5-4-21-3-2-10-29-26(21)25/h2-3,6-7,10,13-16H,4-5,8-9,11-12,17H2,1H3
Standard InCHIKey:	WUZYKBABMWJHDL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD6497

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	804
0.1-0.2	8207
0.2-0.3	14544
0.3-0.4	4009
0.4-0.5	1580
0.5-0.6	1264
0.6-0.7	395
0.7-0.8	82
0.8-0.85	2
0.85-0.9	3
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
High Similarity	0.8904	NPC315348
High Similarity	0.8904	NPC32002
High Similarity	0.8742	NPC116961
Intermediate Similarity	0.8075	NPC477591
Intermediate Similarity	0.8063	NPC476464
Intermediate Similarity	0.7987	NPC69914
Intermediate Similarity	0.7925	NPC40070
Intermediate Similarity	0.7919	NPC476131
Intermediate Similarity	0.7908	NPC314102
Intermediate Similarity	0.7908	NPC251722
Intermediate Similarity	0.7785	NPC86288
Intermediate Similarity	0.7703	NPC476322
Intermediate Similarity	0.7654	NPC470233
Intermediate Similarity	0.758	NPC316811
Intermediate Similarity	0.7564	NPC471312
Intermediate Similarity	0.7534	NPC91958
Intermediate Similarity	0.7534	NPC143603
Intermediate Similarity	0.7516	NPC169433
Intermediate Similarity	0.75	NPC138842
Intermediate Similarity	0.7466	NPC297486
Intermediate Similarity	0.7466	NPC471402
Intermediate Similarity	0.7466	NPC240136
Intermediate Similarity	0.745	NPC329825
Intermediate Similarity	0.7429	NPC314919
Intermediate Similarity	0.7419	NPC471617
Intermediate Similarity	0.7417	NPC245244
Intermediate Similarity	0.7417	NPC166424
Intermediate Similarity	0.7417	NPC146373
Intermediate Similarity	0.7403	NPC282398
Intermediate Similarity	0.74	NPC46358
Intermediate Similarity	0.7384	NPC201634
Intermediate Similarity	0.7383	NPC265605
Intermediate Similarity	0.7383	NPC182570
Intermediate Similarity	0.7383	NPC48564
Intermediate Similarity	0.7375	NPC476454
Intermediate Similarity	0.7342	NPC150259
Intermediate Similarity	0.7329	NPC20144
Intermediate Similarity	0.7285	NPC290094
Intermediate Similarity	0.7262	NPC193740
Intermediate Similarity	0.7262	NPC167635
Intermediate Similarity	0.7257	NPC280852
Intermediate Similarity	0.7256	NPC470111
Intermediate Similarity	0.7244	NPC256893
Intermediate Similarity	0.7244	NPC101165
Intermediate Similarity	0.7219	NPC56765
Intermediate Similarity	0.7213	NPC316359
Intermediate Similarity	0.7213	NPC314058
Intermediate Similarity	0.7213	NPC316018
Intermediate Similarity	0.7213	NPC315617
Intermediate Similarity	0.7176	NPC44773
Intermediate Similarity	0.7176	NPC215584
Intermediate Similarity	0.7152	NPC201380
Intermediate Similarity	0.7152	NPC179787
Intermediate Similarity	0.7143	NPC110126
Intermediate Similarity	0.7143	NPC73767
Intermediate Similarity	0.7143	NPC169625
Intermediate Similarity	0.7143	NPC202957
Intermediate Similarity	0.7108	NPC321911
Intermediate Similarity	0.7103	NPC27802
Intermediate Similarity	0.7102	NPC297034
Intermediate Similarity	0.7101	NPC51054
Intermediate Similarity	0.7099	NPC469784
Intermediate Similarity	0.7099	NPC469767
Intermediate Similarity	0.7099	NPC469761
Intermediate Similarity	0.7099	NPC469768
Intermediate Similarity	0.7099	NPC469780
Intermediate Similarity	0.7099	NPC469783
Intermediate Similarity	0.7099	NPC469779
Intermediate Similarity	0.7093	NPC478182
Intermediate Similarity	0.7091	NPC63545
Intermediate Similarity	0.7083	NPC325903
Intermediate Similarity	0.7066	NPC53947
Intermediate Similarity	0.7056	NPC83381
Intermediate Similarity	0.7055	NPC469766
Intermediate Similarity	0.7051	NPC89490
Intermediate Similarity	0.7048	NPC21605
Intermediate Similarity	0.7048	NPC469811
Intermediate Similarity	0.7041	NPC476219
Intermediate Similarity	0.7019	NPC105127
Intermediate Similarity	0.7019	NPC84911
Intermediate Similarity	0.7018	NPC206819
Intermediate Similarity	0.7018	NPC318065
Intermediate Similarity	0.7013	NPC27740
Intermediate Similarity	0.7006	NPC475105
Intermediate Similarity	0.7006	NPC329896
Intermediate Similarity	0.7006	NPC475090
Intermediate Similarity	0.7	NPC81561
Remote Similarity	0.6994	NPC90723
Remote Similarity	0.6988	NPC288838
Remote Similarity	0.6987	NPC471311
Remote Similarity	0.6987	NPC471313
Remote Similarity	0.6977	NPC229173
Remote Similarity	0.6966	NPC203754
Remote Similarity	0.6966	NPC150048
Remote Similarity	0.6959	NPC129721
Remote Similarity	0.6959	NPC286427
Remote Similarity	0.6957	NPC96102
Remote Similarity	0.6957	NPC29886
Remote Similarity	0.6957	NPC261195
Remote Similarity	0.6954	NPC162689
Remote Similarity	0.6954	NPC54102
Remote Similarity	0.6951	NPC63157
Remote Similarity	0.6951	NPC473868
Remote Similarity	0.6946	NPC477974
Remote Similarity	0.6933	NPC104483
Remote Similarity	0.6933	NPC148140
Remote Similarity	0.6933	NPC476566
Remote Similarity	0.6933	NPC88097
Remote Similarity	0.6927	NPC237188
Remote Similarity	0.6927	NPC157583
Remote Similarity	0.6919	NPC221786
Remote Similarity	0.6919	NPC474880
Remote Similarity	0.6919	NPC41257
Remote Similarity	0.6919	NPC293487
Remote Similarity	0.6914	NPC56233
Remote Similarity	0.6903	NPC122718
Remote Similarity	0.6897	NPC478184
Remote Similarity	0.6897	NPC231655
Remote Similarity	0.6897	NPC76540
Remote Similarity	0.6897	NPC317105
Remote Similarity	0.689	NPC59084
Remote Similarity	0.6879	NPC81229
Remote Similarity	0.6879	NPC255229
Remote Similarity	0.686	NPC469897
Remote Similarity	0.686	NPC236711
Remote Similarity	0.686	NPC216643
Remote Similarity	0.6842	NPC476297
Remote Similarity	0.6839	NPC470203
Remote Similarity	0.6826	NPC285731
Remote Similarity	0.6826	NPC314372
Remote Similarity	0.6818	NPC478183
Remote Similarity	0.6816	NPC471579
Remote Similarity	0.6813	NPC471322
Remote Similarity	0.6807	NPC190296
Remote Similarity	0.6798	NPC82331
Remote Similarity	0.679	NPC198988
Remote Similarity	0.6788	NPC279081
Remote Similarity	0.6788	NPC2949
Remote Similarity	0.6782	NPC122141
Remote Similarity	0.6782	NPC470204
Remote Similarity	0.6765	NPC105818
Remote Similarity	0.6765	NPC33421
Remote Similarity	0.6765	NPC24678
Remote Similarity	0.6761	NPC195507
Remote Similarity	0.6761	NPC2165
Remote Similarity	0.6753	NPC215519
Remote Similarity	0.6743	NPC124542
Remote Similarity	0.6743	NPC471177
Remote Similarity	0.6743	NPC194881
Remote Similarity	0.6743	NPC225018
Remote Similarity	0.6743	NPC59779
Remote Similarity	0.6743	NPC478185
Remote Similarity	0.6742	NPC194411
Remote Similarity	0.6742	NPC474897
Remote Similarity	0.6742	NPC91895
Remote Similarity	0.6738	NPC231536
Remote Similarity	0.6724	NPC80681
Remote Similarity	0.6724	NPC135141
Remote Similarity	0.6724	NPC475990
Remote Similarity	0.6724	NPC92796
Remote Similarity	0.6708	NPC82295
Remote Similarity	0.6708	NPC324611
Remote Similarity	0.6707	NPC65408
Remote Similarity	0.6707	NPC477977
Remote Similarity	0.6705	NPC469813
Remote Similarity	0.6705	NPC476446
Remote Similarity	0.6705	NPC115049
Remote Similarity	0.6705	NPC78375
Remote Similarity	0.6687	NPC115611
Remote Similarity	0.6687	NPC230002
Remote Similarity	0.6686	NPC469760
Remote Similarity	0.6686	NPC25008
Remote Similarity	0.6686	NPC73952
Remote Similarity	0.6686	NPC259644
Remote Similarity	0.6686	NPC469763
Remote Similarity	0.6686	NPC143872
Remote Similarity	0.6686	NPC469765
Remote Similarity	0.6686	NPC469786
Remote Similarity	0.6686	NPC200214
Remote Similarity	0.6685	NPC474958
Remote Similarity	0.6684	NPC255909
Remote Similarity	0.6667	NPC471178
Remote Similarity	0.6667	NPC235843
Remote Similarity	0.6649	NPC467063
Remote Similarity	0.6648	NPC32534
Remote Similarity	0.6647	NPC212376
Remote Similarity	0.6647	NPC211572
Remote Similarity	0.6647	NPC80597
Remote Similarity	0.6647	NPC471957
Remote Similarity	0.6647	NPC75540
Remote Similarity	0.6647	NPC70922
Remote Similarity	0.6646	NPC325252
Remote Similarity	0.663	NPC37423
Remote Similarity	0.663	NPC275305
Remote Similarity	0.6629	NPC98187
Remote Similarity	0.6627	NPC469525
Remote Similarity	0.6627	NPC159856
Remote Similarity	0.661	NPC97367
Remote Similarity	0.661	NPC162799
Remote Similarity	0.661	NPC265100

Drug Structure

NPD6497 OpenBabel08211710072D 30 34 0 0 0 0 0 0 0 0999 V2000 5.8979 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5105 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4661 -1.3603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6775 -0.2364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1775 0.6297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 3.5104 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6340 2.8302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1643 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7017 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7017 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5678 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1658 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5452 2.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0319 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2998 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4338 3.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0319 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2998 2.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1643 1.7920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6886 -0.3854 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8121 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3226 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.8553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0303 1.2920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9556 0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0557 3.8958 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.1658 1.2920 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 1.5678 2.7920 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 10 1 0 0 0 0 3 21 1 0 0 0 0 4 5 1 0 0 0 0 4 21 1 0 0 0 0 5 22 1 0 0 0 0 6 7 1 0 0 0 0 6 23 2 0 0 0 0 7 24 2 0 0 0 0 8 11 1 0 0 0 0 8 20 1 0 0 0 0 9 12 1 0 0 0 0 9 20 1 0 0 0 0 10 29 2 0 0 0 0 11 30 1 0 0 0 0 12 30 1 0 0 0 0 13 18 2 0 0 0 0 13 19 1 0 0 0 0 14 22 2 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 28 2 0 0 0 0 16 19 2 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 30 1 0 0 0 0 20 25 2 0 0 0 0 21 26 2 0 0 0 0 22 24 1 0 0 0 0 23 27 1 0 0 0 0 24 25 1 0 0 0 0 25 26 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005871
DrugBank	DB11614
ChEMBL	CHEMBL91397
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	133017
ChEBI	135673
CAS Number	158876-82-5

Drug Properties

Molecular Weight	415.18
ALogP	2.1469
MLogP	3.88
XLogP	4.871
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	29.02
RO5 Violation	0