NPASS drugs

Drug Information

Drug ID:	NPD7247
Drug Name:	dotarizine
Molecular Formula:	C29H34N2O2
Canonical SMILES:	c1ccc(cc1)C(c1ccccc1)N1CCN(CC1)CCCC1(OCCO1)c1ccccc1
Standard InCHI:	InChI=1S/C29H34N2O2/c1-4-11-25(12-5-1)28(26-13-6-2-7-14-26)31-21-19-30(20-22-31)18-10-17-29(32-23-24-33-29)27-15-8-3-9-16-27/h1-9,11-16,28H,10,17-24H2
Standard InCHIKey:	LRMJAFKKJLRDLE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7247

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	138
0.1-0.2	873
0.2-0.3	2753
0.3-0.4	9209
0.4-0.5	10812
0.5-0.6	6319
0.6-0.7	744
0.7-0.8	42
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	0.7432	NPC475959
Intermediate Similarity	0.7368	NPC76079
Intermediate Similarity	0.7323	NPC292758
Intermediate Similarity	0.7323	NPC65855
Intermediate Similarity	0.7255	NPC41178
Intermediate Similarity	0.7255	NPC216459
Intermediate Similarity	0.7255	NPC138487
Intermediate Similarity	0.7248	NPC90844
Intermediate Similarity	0.7248	NPC253883
Intermediate Similarity	0.7248	NPC95075
Intermediate Similarity	0.7237	NPC210148
Intermediate Similarity	0.7237	NPC233029
Intermediate Similarity	0.7226	NPC477080
Intermediate Similarity	0.7208	NPC31311
Intermediate Similarity	0.7208	NPC146288
Intermediate Similarity	0.7208	NPC234392
Intermediate Similarity	0.7179	NPC306902
Intermediate Similarity	0.7179	NPC160298
Intermediate Similarity	0.7179	NPC477559
Intermediate Similarity	0.7179	NPC266753
Intermediate Similarity	0.7179	NPC232924
Intermediate Similarity	0.7152	NPC219162
Intermediate Similarity	0.7123	NPC314682
Intermediate Similarity	0.7097	NPC316797
Intermediate Similarity	0.7097	NPC25084
Intermediate Similarity	0.7097	NPC247639
Intermediate Similarity	0.7075	NPC188163
Intermediate Similarity	0.7075	NPC213206
Intermediate Similarity	0.7075	NPC474915
Intermediate Similarity	0.7075	NPC328750
Intermediate Similarity	0.7054	NPC24777
Intermediate Similarity	0.7044	NPC225774
Intermediate Similarity	0.7037	NPC14950
Intermediate Similarity	0.7032	NPC78733
Intermediate Similarity	0.7032	NPC93593
Intermediate Similarity	0.702	NPC144863
Intermediate Similarity	0.7013	NPC26601
Intermediate Similarity	0.7013	NPC148898
Intermediate Similarity	0.7006	NPC111485
Intermediate Similarity	0.7	NPC476432
Intermediate Similarity	0.7	NPC219341
Intermediate Similarity	0.7	NPC24264
Remote Similarity	0.6993	NPC118419
Remote Similarity	0.698	NPC136860
Remote Similarity	0.698	NPC128019
Remote Similarity	0.698	NPC476567
Remote Similarity	0.6974	NPC130941
Remote Similarity	0.6957	NPC298979
Remote Similarity	0.6957	NPC247389
Remote Similarity	0.6947	NPC269340
Remote Similarity	0.6946	NPC299990
Remote Similarity	0.6946	NPC73492
Remote Similarity	0.6937	NPC167546
Remote Similarity	0.6937	NPC302527
Remote Similarity	0.6937	NPC276944
Remote Similarity	0.6937	NPC238530
Remote Similarity	0.6937	NPC16805
Remote Similarity	0.6937	NPC232514
Remote Similarity	0.6937	NPC168409
Remote Similarity	0.6934	NPC316896
Remote Similarity	0.6928	NPC92541
Remote Similarity	0.6918	NPC7018
Remote Similarity	0.6914	NPC241055
Remote Similarity	0.6908	NPC51957
Remote Similarity	0.6908	NPC210437
Remote Similarity	0.6908	NPC106295
Remote Similarity	0.6908	NPC476144
Remote Similarity	0.6908	NPC16107
Remote Similarity	0.6894	NPC86144
Remote Similarity	0.6894	NPC304659
Remote Similarity	0.6887	NPC185838
Remote Similarity	0.6884	NPC26285
Remote Similarity	0.6875	NPC189470
Remote Similarity	0.6875	NPC475393
Remote Similarity	0.6875	NPC233650
Remote Similarity	0.6866	NPC101139
Remote Similarity	0.6863	NPC7467
Remote Similarity	0.6855	NPC97072
Remote Similarity	0.6855	NPC215829
Remote Similarity	0.6852	NPC210918
Remote Similarity	0.6849	NPC11147
Remote Similarity	0.6846	NPC470925
Remote Similarity	0.6839	NPC326316
Remote Similarity	0.6839	NPC81733
Remote Similarity	0.6832	NPC247972
Remote Similarity	0.6832	NPC134858
Remote Similarity	0.6831	NPC172403
Remote Similarity	0.6815	NPC244112
Remote Similarity	0.6812	NPC314192
Remote Similarity	0.6809	NPC65310
Remote Similarity	0.6803	NPC416184
Remote Similarity	0.6797	NPC179825
Remote Similarity	0.6797	NPC476151
Remote Similarity	0.6797	NPC191376
Remote Similarity	0.6797	NPC321505
Remote Similarity	0.679	NPC42549
Remote Similarity	0.679	NPC268503
Remote Similarity	0.679	NPC256012
Remote Similarity	0.679	NPC240841
Remote Similarity	0.679	NPC250846
Remote Similarity	0.679	NPC317272
Remote Similarity	0.6788	NPC2314
Remote Similarity	0.6776	NPC130926
Remote Similarity	0.6774	NPC223125
Remote Similarity	0.6766	NPC294790
Remote Similarity	0.6766	NPC148693
Remote Similarity	0.6766	NPC118633
Remote Similarity	0.6757	NPC193528
Remote Similarity	0.6753	NPC135538
Remote Similarity	0.6753	NPC428
Remote Similarity	0.6753	NPC147390
Remote Similarity	0.6753	NPC476571
Remote Similarity	0.6753	NPC246587
Remote Similarity	0.6753	NPC24233
Remote Similarity	0.6748	NPC150879
Remote Similarity	0.6748	NPC210140
Remote Similarity	0.6744	NPC281581
Remote Similarity	0.6728	NPC471651
Remote Similarity	0.6727	NPC19520
Remote Similarity	0.6727	NPC149090
Remote Similarity	0.6726	NPC126284
Remote Similarity	0.671	NPC477565
Remote Similarity	0.671	NPC103379
Remote Similarity	0.6709	NPC187022
Remote Similarity	0.6709	NPC80129
Remote Similarity	0.6707	NPC287588
Remote Similarity	0.6705	NPC475597
Remote Similarity	0.6705	NPC473716
Remote Similarity	0.6688	NPC223124
Remote Similarity	0.6687	NPC106786
Remote Similarity	0.6667	NPC114364
Remote Similarity	0.6667	NPC24260
Remote Similarity	0.6667	NPC152212
Remote Similarity	0.6667	NPC192768
Remote Similarity	0.6667	NPC320223
Remote Similarity	0.6667	NPC151895
Remote Similarity	0.6667	NPC6152
Remote Similarity	0.6667	NPC320104
Remote Similarity	0.6667	NPC186063
Remote Similarity	0.6667	NPC145304
Remote Similarity	0.6667	NPC88249
Remote Similarity	0.6667	NPC220858
Remote Similarity	0.6667	NPC307020
Remote Similarity	0.6667	NPC59567
Remote Similarity	0.6667	NPC97221
Remote Similarity	0.6647	NPC229166
Remote Similarity	0.6647	NPC199465
Remote Similarity	0.6647	NPC128560
Remote Similarity	0.6647	NPC248642
Remote Similarity	0.6646	NPC474324
Remote Similarity	0.6646	NPC57812
Remote Similarity	0.6644	NPC252107
Remote Similarity	0.6644	NPC313663
Remote Similarity	0.6644	NPC220923
Remote Similarity	0.6627	NPC76682
Remote Similarity	0.6627	NPC65403
Remote Similarity	0.6627	NPC317439
Remote Similarity	0.6627	NPC115284
Remote Similarity	0.6627	NPC198498
Remote Similarity	0.6627	NPC63646
Remote Similarity	0.6627	NPC276890
Remote Similarity	0.6627	NPC227060
Remote Similarity	0.6627	NPC317145
Remote Similarity	0.6627	NPC267408
Remote Similarity	0.6627	NPC10908
Remote Similarity	0.6626	NPC169743
Remote Similarity	0.6626	NPC231198
Remote Similarity	0.6625	NPC476572
Remote Similarity	0.6624	NPC476568
Remote Similarity	0.6621	NPC160193
Remote Similarity	0.6608	NPC156576
Remote Similarity	0.6607	NPC112575
Remote Similarity	0.6606	NPC82533
Remote Similarity	0.6606	NPC58766
Remote Similarity	0.6606	NPC158148
Remote Similarity	0.6606	NPC475845
Remote Similarity	0.6606	NPC475686
Remote Similarity	0.6606	NPC266176
Remote Similarity	0.6606	NPC290759
Remote Similarity	0.6605	NPC24954
Remote Similarity	0.6604	NPC54379
Remote Similarity	0.6604	NPC189266
Remote Similarity	0.6604	NPC123323
Remote Similarity	0.6604	NPC276588
Remote Similarity	0.6604	NPC99659
Remote Similarity	0.6604	NPC2413
Remote Similarity	0.6604	NPC325871
Remote Similarity	0.6604	NPC5238
Remote Similarity	0.6604	NPC204828
Remote Similarity	0.6604	NPC172765
Remote Similarity	0.6604	NPC39701
Remote Similarity	0.6604	NPC249797
Remote Similarity	0.6604	NPC184026
Remote Similarity	0.6604	NPC110416
Remote Similarity	0.6604	NPC295691
Remote Similarity	0.6604	NPC193949
Remote Similarity	0.6604	NPC278799
Remote Similarity	0.6604	NPC469817
Remote Similarity	0.6604	NPC207757
Remote Similarity	0.6604	NPC127674

Drug Structure

NPD7247 OpenBabel08211711362D 33 37 0 0 0 0 0 0 0 0999 V2000 -7.0567 4.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6548 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -3.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1907 3.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9227 3.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6548 0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7888 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8605 -2.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1285 -2.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7266 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1907 2.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9227 2.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7888 1.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9227 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8605 -1.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1285 -1.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8605 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5926 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3246 -0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4586 0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1907 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3246 1.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0567 2.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9227 0.8955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -1.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0567 1.3955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4586 -0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1907 0.8955 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 5 1 0 0 0 0 2 6 2 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 3 9 1 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 17 1 0 0 0 0 10 18 1 0 0 0 0 11 25 2 0 0 0 0 12 25 1 0 0 0 0 13 26 2 0 0 0 0 14 26 1 0 0 0 0 15 27 2 0 0 0 0 16 27 1 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 21 1 0 0 0 0 19 30 1 0 0 0 0 20 22 1 0 0 0 0 20 30 1 0 0 0 0 21 31 1 0 0 0 0 22 31 1 0 0 0 0 23 24 1 0 0 0 0 23 32 1 0 0 0 0 24 33 1 0 0 0 0 25 28 1 0 0 0 0 26 28 1 0 0 0 0 27 29 1 0 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012094
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	442.26
ALogP	-0.807
MLogP	4.21
XLogP	8.761
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	24.94
RO5 Violation	1