NPASS drugs

Drug Information

Drug ID:	NPD3944
Drug Name:	Azatadine
Molecular Formula:	C20H22N2
Canonical SMILES:	CN1CCC(=C2c3ccccc3CCc3c2nccc3)CC1
Standard InCHI:	InChI=1S/C20H22N2/c1-22-13-10-16(11-14-22)19-18-7-3-2-5-15(18)8-9-17-6-4-12-21-20(17)19/h2-7,12H,8-11,13-14H2,1H3
Standard InCHIKey:	SEBMTIQKRHYNIT-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3944

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	608
0.1-0.2	5406
0.2-0.3	13955
0.3-0.4	6647
0.4-0.5	2018
0.5-0.6	1308
0.6-0.7	694
0.7-0.8	206
0.8-0.85	33
0.85-0.9	15
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	0.8889	NPC314102
High Similarity	0.8889	NPC251722
High Similarity	0.8692	NPC476322
High Similarity	0.8661	NPC91958
High Similarity	0.8661	NPC143603
High Similarity	0.8623	NPC316811
High Similarity	0.8623	NPC32002
High Similarity	0.8623	NPC315348
High Similarity	0.8601	NPC40070
High Similarity	0.8583	NPC240136
High Similarity	0.8583	NPC471402
High Similarity	0.8583	NPC297486
High Similarity	0.8582	NPC69914
High Similarity	0.8538	NPC329825
High Similarity	0.8507	NPC476131
Intermediate Similarity	0.8473	NPC46358
Intermediate Similarity	0.8451	NPC86288
Intermediate Similarity	0.8444	NPC282398
Intermediate Similarity	0.8417	NPC169433
Intermediate Similarity	0.8414	NPC470233
Intermediate Similarity	0.8346	NPC146373
Intermediate Similarity	0.8346	NPC166424
Intermediate Similarity	0.8346	NPC245244
Intermediate Similarity	0.8345	NPC150259
Intermediate Similarity	0.8333	NPC290094
Intermediate Similarity	0.8321	NPC182570
Intermediate Similarity	0.8321	NPC265605
Intermediate Similarity	0.8321	NPC48564
Intermediate Similarity	0.8248	NPC256893
Intermediate Similarity	0.8235	NPC116961
Intermediate Similarity	0.8182	NPC20144
Intermediate Similarity	0.8175	NPC27802
Intermediate Similarity	0.8148	NPC169625
Intermediate Similarity	0.8148	NPC202957
Intermediate Similarity	0.8133	NPC56765
Intermediate Similarity	0.8116	NPC101165
Intermediate Similarity	0.8108	NPC138842
Intermediate Similarity	0.8099	NPC73767
Intermediate Similarity	0.8042	NPC469784
Intermediate Similarity	0.8042	NPC469779
Intermediate Similarity	0.8042	NPC469767
Intermediate Similarity	0.8042	NPC469780
Intermediate Similarity	0.8042	NPC469768
Intermediate Similarity	0.8042	NPC469783
Intermediate Similarity	0.8042	NPC469761
Intermediate Similarity	0.8029	NPC89490
Intermediate Similarity	0.8015	NPC81561
Intermediate Similarity	0.8	NPC51054
Intermediate Similarity	0.7986	NPC469766
Intermediate Similarity	0.7972	NPC110126
Intermediate Similarity	0.7971	NPC475090
Intermediate Similarity	0.7971	NPC329896
Intermediate Similarity	0.7971	NPC475105
Intermediate Similarity	0.7959	NPC470111
Intermediate Similarity	0.7958	NPC84911
Intermediate Similarity	0.7939	NPC148140
Intermediate Similarity	0.7939	NPC476566
Intermediate Similarity	0.7937	NPC76540
Intermediate Similarity	0.7937	NPC231655
Intermediate Similarity	0.7895	NPC318065
Intermediate Similarity	0.7895	NPC206819
Intermediate Similarity	0.7887	NPC29886
Intermediate Similarity	0.7887	NPC261195
Intermediate Similarity	0.7887	NPC96102
Intermediate Similarity	0.7868	NPC27740
Intermediate Similarity	0.7857	NPC90723
Intermediate Similarity	0.7847	NPC88097
Intermediate Similarity	0.7847	NPC104483
Intermediate Similarity	0.7843	NPC44773
Intermediate Similarity	0.7843	NPC215584
Intermediate Similarity	0.7838	NPC21605
Intermediate Similarity	0.7838	NPC201380
Intermediate Similarity	0.7838	NPC179787
Intermediate Similarity	0.7832	NPC105127
Intermediate Similarity	0.7829	NPC286427
Intermediate Similarity	0.7829	NPC129721
Intermediate Similarity	0.7826	NPC471313
Intermediate Similarity	0.7826	NPC471311
Intermediate Similarity	0.782	NPC54102
Intermediate Similarity	0.782	NPC162689
Intermediate Similarity	0.7785	NPC321911
Intermediate Similarity	0.7778	NPC41257
Intermediate Similarity	0.777	NPC63545
Intermediate Similarity	0.7748	NPC325903
Intermediate Similarity	0.7742	NPC478182
Intermediate Similarity	0.774	NPC63157
Intermediate Similarity	0.774	NPC473868
Intermediate Similarity	0.7737	NPC122718
Intermediate Similarity	0.7733	NPC53947
Intermediate Similarity	0.7722	NPC201634
Intermediate Similarity	0.7718	NPC477974
Intermediate Similarity	0.7718	NPC469811
Intermediate Similarity	0.7712	NPC193740
Intermediate Similarity	0.7712	NPC469897
Intermediate Similarity	0.7712	NPC167635
Intermediate Similarity	0.7704	NPC215519
Intermediate Similarity	0.7703	NPC314372
Intermediate Similarity	0.7692	NPC198988
Intermediate Similarity	0.7687	NPC190296
Intermediate Similarity	0.7671	NPC279081
Intermediate Similarity	0.7671	NPC59084
Intermediate Similarity	0.7671	NPC2949
Intermediate Similarity	0.7651	NPC288838
Intermediate Similarity	0.7647	NPC476464
Intermediate Similarity	0.7634	NPC235843
Intermediate Similarity	0.7616	NPC33421
Intermediate Similarity	0.7616	NPC24678
Intermediate Similarity	0.7616	NPC105818
Intermediate Similarity	0.7606	NPC471322
Intermediate Similarity	0.7606	NPC82295
Intermediate Similarity	0.7584	NPC285731
Intermediate Similarity	0.7582	NPC476219
Intermediate Similarity	0.7578	NPC280852
Intermediate Similarity	0.7551	NPC230002
Intermediate Similarity	0.7548	NPC80681
Intermediate Similarity	0.7548	NPC477591
Intermediate Similarity	0.7548	NPC293487
Intermediate Similarity	0.7547	NPC194411
Intermediate Similarity	0.7533	NPC143872
Intermediate Similarity	0.7532	NPC56233
Intermediate Similarity	0.7517	NPC325252
Intermediate Similarity	0.7516	NPC469763
Intermediate Similarity	0.7516	NPC469786
Intermediate Similarity	0.7516	NPC259644
Intermediate Similarity	0.7516	NPC25008
Intermediate Similarity	0.7516	NPC469765
Intermediate Similarity	0.7516	NPC469760
Intermediate Similarity	0.7516	NPC73952
Intermediate Similarity	0.7516	NPC200214
Intermediate Similarity	0.7484	NPC216643
Intermediate Similarity	0.7484	NPC236711
Intermediate Similarity	0.7483	NPC324611
Intermediate Similarity	0.7483	NPC471957
Intermediate Similarity	0.7469	NPC150048
Intermediate Similarity	0.7469	NPC203754
Intermediate Similarity	0.7468	NPC75540
Intermediate Similarity	0.7468	NPC211572
Intermediate Similarity	0.7468	NPC212376
Intermediate Similarity	0.7468	NPC70922
Intermediate Similarity	0.7468	NPC80597
Intermediate Similarity	0.7467	NPC159856
Intermediate Similarity	0.7466	NPC65408
Intermediate Similarity	0.746	NPC83987
Intermediate Similarity	0.7452	NPC471177
Intermediate Similarity	0.7452	NPC59779
Intermediate Similarity	0.7452	NPC124542
Intermediate Similarity	0.7452	NPC470203
Intermediate Similarity	0.745	NPC477977
Intermediate Similarity	0.7447	NPC278451
Intermediate Similarity	0.7421	NPC478183
Intermediate Similarity	0.7413	NPC22079
Intermediate Similarity	0.7407	NPC275305
Intermediate Similarity	0.7407	NPC37423
Intermediate Similarity	0.7405	NPC317105
Intermediate Similarity	0.7405	NPC265100
Intermediate Similarity	0.7405	NPC478184
Intermediate Similarity	0.7389	NPC470204
Intermediate Similarity	0.7389	NPC81229
Intermediate Similarity	0.7389	NPC122141
Intermediate Similarity	0.7389	NPC255229
Intermediate Similarity	0.7375	NPC70949
Intermediate Similarity	0.7358	NPC471178
Intermediate Similarity	0.7355	NPC34844
Intermediate Similarity	0.7355	NPC476297
Intermediate Similarity	0.7351	NPC469525
Intermediate Similarity	0.7347	NPC471312
Intermediate Similarity	0.7342	NPC225018
Intermediate Similarity	0.7342	NPC478185
Intermediate Similarity	0.7338	NPC470823
Intermediate Similarity	0.7329	NPC91895
Intermediate Similarity	0.7325	NPC475990
Intermediate Similarity	0.7325	NPC6436
Intermediate Similarity	0.7325	NPC92796
Intermediate Similarity	0.7325	NPC135141
Intermediate Similarity	0.7325	NPC221786
Intermediate Similarity	0.7325	NPC474880
Intermediate Similarity	0.7317	NPC237188
Intermediate Similarity	0.7317	NPC157583
Intermediate Similarity	0.7317	NPC68354
Intermediate Similarity	0.7312	NPC98187
Intermediate Similarity	0.7308	NPC469785
Intermediate Similarity	0.7302	NPC213774
Intermediate Similarity	0.7301	NPC297034
Intermediate Similarity	0.7301	NPC471579
Intermediate Similarity	0.7296	NPC78375
Intermediate Similarity	0.7296	NPC476446
Intermediate Similarity	0.7296	NPC469813
Intermediate Similarity	0.729	NPC141926
Intermediate Similarity	0.7284	NPC82331
Intermediate Similarity	0.7278	NPC229173
Intermediate Similarity	0.7273	NPC215795
Intermediate Similarity	0.7273	NPC176199
Intermediate Similarity	0.7267	NPC476454
Intermediate Similarity	0.7261	NPC469762
Intermediate Similarity	0.7254	NPC476140
Intermediate Similarity	0.725	NPC2165
Intermediate Similarity	0.725	NPC195507
Intermediate Similarity	0.7241	NPC475450
Intermediate Similarity	0.7237	NPC470440
Intermediate Similarity	0.7233	NPC194881

Drug Structure

NPD3944 OpenBabel08211704332D 22 25 0 0 0 0 0 0 0 0999 V2000 1.6340 3.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4461 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2236 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1781 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7131 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4450 -1.9499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2680 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1340 -2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 -2.4369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7680 1.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 1.2537 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 0.7680 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.2537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7575 -1.6551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 0.7537 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 2.5350 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 -0.2463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 -0.6802 0.0000 C 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 1.6340 2.7537 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 15 2 0 0 0 0 6 17 1 0 0 0 0 7 18 2 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 17 1 0 0 0 0 10 13 1 0 0 0 0 10 16 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 21 2 0 0 0 0 13 22 1 0 0 0 0 14 22 1 0 0 0 0 15 18 1 0 0 0 0 16 19 2 0 0 0 0 17 20 2 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001079
DrugBank	DB00719
ChEMBL	CHEMBL946
IUPHAR/BPS	7119
PharmaGKB	PA164747157
KEGG Drug
PubChem CID	19861
ChEBI	2946
CAS Number	3964-81-6

Drug Properties

Molecular Weight	290.18
ALogP	0.8513
MLogP	3.44
XLogP	4.839
HDA	2
HBD	0
Rotatable Bonds	1
TPSA	16.13
RO5 Violation	0