NPASS drugs

Drug Information

Drug ID:	NPD3640
Drug Name:	Dutetrabenazine
Molecular Formula:	C19H27NO3
Canonical SMILES:	CC(CC1CN2CCc3c(C2CC1=O)cc(c(c3)OC([2H])([2H])[2H])OC([2H])([2H])[2H])C
Standard InCHI:	InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3/i3D3,4D3
Standard InCHIKey:	MKJIEFSOBYUXJB-LIJFRPJRSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3640

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	187
0.1-0.2	995
0.2-0.3	3145
0.3-0.4	9398
0.4-0.5	3071
0.5-0.6	10614
0.6-0.7	2835
0.7-0.8	511
0.8-0.85	104
0.85-0.9	27
0.9-0.95	3
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	0.9028	NPC136860
High Similarity	0.9028	NPC128019
High Similarity	0.9028	NPC476567
High Similarity	0.8951	NPC314682
High Similarity	0.8889	NPC213206
High Similarity	0.8889	NPC474915
High Similarity	0.8889	NPC328750
High Similarity	0.8889	NPC188163
High Similarity	0.8851	NPC7467
High Similarity	0.88	NPC476579
High Similarity	0.8784	NPC476144
High Similarity	0.8784	NPC51957
High Similarity	0.8784	NPC210437
High Similarity	0.8784	NPC106295
High Similarity	0.8784	NPC16107
High Similarity	0.8774	NPC476569
High Similarity	0.8714	NPC160193
High Similarity	0.8649	NPC185838
High Similarity	0.8609	NPC220858
High Similarity	0.8609	NPC151895
High Similarity	0.8609	NPC97221
High Similarity	0.8609	NPC192768
High Similarity	0.8609	NPC88249
High Similarity	0.8552	NPC253429
High Similarity	0.8533	NPC191376
High Similarity	0.8533	NPC321505
High Similarity	0.8533	NPC179825
High Similarity	0.8523	NPC130926
High Similarity	0.8506	NPC187022
High Similarity	0.8506	NPC80129
Intermediate Similarity	0.8497	NPC210148
Intermediate Similarity	0.8497	NPC233029
Intermediate Similarity	0.8477	NPC475959
Intermediate Similarity	0.8477	NPC428
Intermediate Similarity	0.8477	NPC476571
Intermediate Similarity	0.8477	NPC24233
Intermediate Similarity	0.8477	NPC147390
Intermediate Similarity	0.8477	NPC246587
Intermediate Similarity	0.8477	NPC135538
Intermediate Similarity	0.8452	NPC146288
Intermediate Similarity	0.8421	NPC92541
Intermediate Similarity	0.8411	NPC476151
Intermediate Similarity	0.8408	NPC475780
Intermediate Similarity	0.8405	NPC222524
Intermediate Similarity	0.8387	NPC276588
Intermediate Similarity	0.8387	NPC184026
Intermediate Similarity	0.8387	NPC172765
Intermediate Similarity	0.8387	NPC189266
Intermediate Similarity	0.8387	NPC469817
Intermediate Similarity	0.8387	NPC278799
Intermediate Similarity	0.8387	NPC54379
Intermediate Similarity	0.8387	NPC41178
Intermediate Similarity	0.8387	NPC2413
Intermediate Similarity	0.8387	NPC216459
Intermediate Similarity	0.8387	NPC138487
Intermediate Similarity	0.8387	NPC39701
Intermediate Similarity	0.8387	NPC204828
Intermediate Similarity	0.8387	NPC110416
Intermediate Similarity	0.8387	NPC295691
Intermediate Similarity	0.8387	NPC127674
Intermediate Similarity	0.8387	NPC193949
Intermediate Similarity	0.8387	NPC249797
Intermediate Similarity	0.8387	NPC5238
Intermediate Similarity	0.8387	NPC207757
Intermediate Similarity	0.8366	NPC223125
Intermediate Similarity	0.8344	NPC216816
Intermediate Similarity	0.8344	NPC118804
Intermediate Similarity	0.8344	NPC106786
Intermediate Similarity	0.8333	NPC25084
Intermediate Similarity	0.8333	NPC57512
Intermediate Similarity	0.8333	NPC247639
Intermediate Similarity	0.8312	NPC119669
Intermediate Similarity	0.8312	NPC476568
Intermediate Similarity	0.8312	NPC81733
Intermediate Similarity	0.8312	NPC326316
Intermediate Similarity	0.8302	NPC59567
Intermediate Similarity	0.8301	NPC207824
Intermediate Similarity	0.8301	NPC477565
Intermediate Similarity	0.8301	NPC60538
Intermediate Similarity	0.8301	NPC103379
Intermediate Similarity	0.8289	NPC144863
Intermediate Similarity	0.8276	NPC160692
Intermediate Similarity	0.8258	NPC476580
Intermediate Similarity	0.8258	NPC223124
Intermediate Similarity	0.8258	NPC37272
Intermediate Similarity	0.8247	NPC274026
Intermediate Similarity	0.8231	NPC131204
Intermediate Similarity	0.8231	NPC301050
Intermediate Similarity	0.8231	NPC7018
Intermediate Similarity	0.8228	NPC477080
Intermediate Similarity	0.8228	NPC111485
Intermediate Similarity	0.8217	NPC234392
Intermediate Similarity	0.8217	NPC31311
Intermediate Similarity	0.8194	NPC8337
Intermediate Similarity	0.8194	NPC76213
Intermediate Similarity	0.8194	NPC277669
Intermediate Similarity	0.8194	NPC85747
Intermediate Similarity	0.8182	NPC172403
Intermediate Similarity	0.8182	NPC219162
Intermediate Similarity	0.816	NPC474708
Intermediate Similarity	0.8153	NPC99659
Intermediate Similarity	0.8153	NPC325871
Intermediate Similarity	0.8153	NPC78733
Intermediate Similarity	0.8141	NPC133011
Intermediate Similarity	0.8141	NPC148898
Intermediate Similarity	0.8141	NPC82285
Intermediate Similarity	0.8137	NPC284183
Intermediate Similarity	0.8137	NPC4138
Intermediate Similarity	0.8137	NPC121275
Intermediate Similarity	0.8125	NPC153631
Intermediate Similarity	0.8117	NPC130941
Intermediate Similarity	0.8101	NPC147091
Intermediate Similarity	0.8098	NPC475845
Intermediate Similarity	0.8092	NPC294249
Intermediate Similarity	0.8084	NPC27887
Intermediate Similarity	0.8075	NPC475393
Intermediate Similarity	0.8063	NPC205167
Intermediate Similarity	0.8063	NPC249274
Intermediate Similarity	0.8059	NPC169387
Intermediate Similarity	0.8059	NPC477259
Intermediate Similarity	0.8052	NPC95075
Intermediate Similarity	0.8052	NPC253883
Intermediate Similarity	0.8052	NPC90844
Intermediate Similarity	0.805	NPC476572
Intermediate Similarity	0.8037	NPC57812
Intermediate Similarity	0.8037	NPC474324
Intermediate Similarity	0.8025	NPC276944
Intermediate Similarity	0.8025	NPC232514
Intermediate Similarity	0.8025	NPC470924
Intermediate Similarity	0.8025	NPC238530
Intermediate Similarity	0.8025	NPC24465
Intermediate Similarity	0.8025	NPC39103
Intermediate Similarity	0.8025	NPC2770
Intermediate Similarity	0.8012	NPC208890
Intermediate Similarity	0.7988	NPC66573
Intermediate Similarity	0.7988	NPC470324
Intermediate Similarity	0.7988	NPC102760
Intermediate Similarity	0.7987	NPC203784
Intermediate Similarity	0.7987	NPC170503
Intermediate Similarity	0.7987	NPC126519
Intermediate Similarity	0.7975	NPC2295
Intermediate Similarity	0.7975	NPC13916
Intermediate Similarity	0.7975	NPC240841
Intermediate Similarity	0.7975	NPC317272
Intermediate Similarity	0.7975	NPC268503
Intermediate Similarity	0.7975	NPC256012
Intermediate Similarity	0.7975	NPC250846
Intermediate Similarity	0.7975	NPC264850
Intermediate Similarity	0.7975	NPC477564
Intermediate Similarity	0.7975	NPC42549
Intermediate Similarity	0.7953	NPC230098
Intermediate Similarity	0.795	NPC266753
Intermediate Similarity	0.795	NPC232924
Intermediate Similarity	0.795	NPC160298
Intermediate Similarity	0.795	NPC306902
Intermediate Similarity	0.795	NPC477559
Intermediate Similarity	0.795	NPC166014
Intermediate Similarity	0.795	NPC135006
Intermediate Similarity	0.795	NPC27410
Intermediate Similarity	0.7939	NPC109925
Intermediate Similarity	0.7927	NPC284842
Intermediate Similarity	0.7919	NPC63152
Intermediate Similarity	0.7919	NPC11147
Intermediate Similarity	0.7914	NPC306669
Intermediate Similarity	0.7914	NPC231198
Intermediate Similarity	0.7895	NPC470925
Intermediate Similarity	0.7888	NPC92191
Intermediate Similarity	0.7888	NPC59028
Intermediate Similarity	0.7879	NPC86469
Intermediate Similarity	0.7879	NPC241055
Intermediate Similarity	0.787	NPC474745
Intermediate Similarity	0.7857	NPC241704
Intermediate Similarity	0.7853	NPC324144
Intermediate Similarity	0.7853	NPC320104
Intermediate Similarity	0.784	NPC226428
Intermediate Similarity	0.784	NPC215829
Intermediate Similarity	0.784	NPC97072
Intermediate Similarity	0.7838	NPC118419
Intermediate Similarity	0.7824	NPC115906
Intermediate Similarity	0.7818	NPC100566
Intermediate Similarity	0.7812	NPC244112
Intermediate Similarity	0.7812	NPC93593
Intermediate Similarity	0.7811	NPC474325
Intermediate Similarity	0.7805	NPC302527
Intermediate Similarity	0.7805	NPC477563
Intermediate Similarity	0.7805	NPC225774
Intermediate Similarity	0.7805	NPC196447
Intermediate Similarity	0.7805	NPC253043
Intermediate Similarity	0.7805	NPC78222
Intermediate Similarity	0.7805	NPC136508
Intermediate Similarity	0.7805	NPC306843
Intermediate Similarity	0.7805	NPC13504
Intermediate Similarity	0.7805	NPC96603
Intermediate Similarity	0.7805	NPC16805
Intermediate Similarity	0.7805	NPC212794
Intermediate Similarity	0.7805	NPC167546
Intermediate Similarity	0.7799	NPC26601
Intermediate Similarity	0.7798	NPC304675
Intermediate Similarity	0.7784	NPC10908
Intermediate Similarity	0.7784	NPC63646

Drug Structure

NPD3640 OpenBabel08211703112D 29 31 0 0 1 0 0 0 0 0999 V2000 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -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 2.0000 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 -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 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 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 -4.3301 1.5000 0.0000 C 0 0 3 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 -2.5981 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.3660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 22 1 0 0 0 0 3 24 1 0 0 0 0 3 25 1 0 0 0 0 3 26 1 0 0 0 0 4 23 1 0 0 0 0 4 27 1 0 0 0 0 4 28 1 0 0 0 0 4 29 1 0 0 0 0 5 6 1 0 0 0 0 5 13 1 0 0 0 0 6 20 1 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 13 2 0 0 0 0 8 18 1 0 0 0 0 9 15 2 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 20 1 0 0 0 0 13 15 1 0 0 0 0 14 17 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 18 19 2 0 0 0 0 18 22 1 0 0 0 0 19 23 1 0 0 0 0 M ISO 6 24 2 25 2 26 2 27 2 28 2 29 2 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	317.20
ALogP	0.3996
MLogP	3.11
XLogP	2.688
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	38.77
RO5 Violation	0