NPASS drugs

Drug Information

Drug ID:	NPD4017
Drug Name:	Methopholine
Molecular Formula:	C20H24ClNO2
Canonical SMILES:	COc1cc2c(cc1OC)CCN(C2CCc1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C20H24ClNO2/c1-22-11-10-15-12-19(23-2)20(24-3)13-17(15)18(22)9-6-14-4-7-16(21)8-5-14/h4-5,7-8,12-13,18H,6,9-11H2,1-3H3
Standard InCHIKey:	YBCPYHQFUMNOJG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4017

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	241
0.1-0.2	1402
0.2-0.3	6488
0.3-0.4	6406
0.4-0.5	5909
0.5-0.6	8290
0.6-0.7	1586
0.7-0.8	446
0.8-0.85	88
0.85-0.9	29
0.9-0.95	5
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	0.9225	NPC314682
High Similarity	0.9161	NPC328750
High Similarity	0.9161	NPC213206
High Similarity	0.9161	NPC188163
High Similarity	0.9161	NPC474915
High Similarity	0.8912	NPC185838
High Similarity	0.8904	NPC128019
High Similarity	0.8904	NPC136860
High Similarity	0.8904	NPC476567
High Similarity	0.8792	NPC179825
High Similarity	0.8792	NPC476144
High Similarity	0.8792	NPC51957
High Similarity	0.8792	NPC191376
High Similarity	0.8792	NPC321505
High Similarity	0.8792	NPC16107
High Similarity	0.8792	NPC210437
High Similarity	0.8792	NPC106295
High Similarity	0.8733	NPC135538
High Similarity	0.8733	NPC428
High Similarity	0.8733	NPC475959
High Similarity	0.8733	NPC147390
High Similarity	0.8733	NPC476571
High Similarity	0.8733	NPC7467
High Similarity	0.8733	NPC246587
High Similarity	0.8733	NPC24233
High Similarity	0.8667	NPC476151
High Similarity	0.8592	NPC160193
High Similarity	0.8562	NPC81733
High Similarity	0.8562	NPC326316
High Similarity	0.8553	NPC207824
High Similarity	0.8553	NPC103379
High Similarity	0.8553	NPC60538
High Similarity	0.8553	NPC477565
High Similarity	0.8533	NPC130926
Intermediate Similarity	0.8497	NPC88249
Intermediate Similarity	0.8497	NPC97221
Intermediate Similarity	0.8497	NPC151895
Intermediate Similarity	0.8497	NPC220858
Intermediate Similarity	0.8497	NPC192768
Intermediate Similarity	0.8451	NPC172403
Intermediate Similarity	0.8442	NPC476568
Intermediate Similarity	0.8442	NPC277669
Intermediate Similarity	0.8442	NPC76213
Intermediate Similarity	0.8435	NPC253429
Intermediate Similarity	0.8431	NPC219162
Intermediate Similarity	0.8431	NPC92541
Intermediate Similarity	0.8397	NPC207757
Intermediate Similarity	0.8397	NPC295691
Intermediate Similarity	0.8397	NPC127674
Intermediate Similarity	0.8397	NPC189266
Intermediate Similarity	0.8397	NPC278799
Intermediate Similarity	0.8397	NPC41178
Intermediate Similarity	0.8397	NPC216459
Intermediate Similarity	0.8397	NPC54379
Intermediate Similarity	0.8397	NPC184026
Intermediate Similarity	0.8397	NPC5238
Intermediate Similarity	0.8397	NPC2413
Intermediate Similarity	0.8397	NPC193949
Intermediate Similarity	0.8397	NPC276588
Intermediate Similarity	0.8397	NPC138487
Intermediate Similarity	0.8397	NPC469817
Intermediate Similarity	0.8397	NPC172765
Intermediate Similarity	0.8397	NPC39701
Intermediate Similarity	0.8397	NPC204828
Intermediate Similarity	0.8397	NPC249797
Intermediate Similarity	0.8397	NPC110416
Intermediate Similarity	0.8387	NPC210148
Intermediate Similarity	0.8387	NPC233029
Intermediate Similarity	0.8344	NPC247639
Intermediate Similarity	0.8344	NPC146288
Intermediate Similarity	0.8344	NPC25084
Intermediate Similarity	0.8301	NPC90844
Intermediate Similarity	0.8301	NPC253883
Intermediate Similarity	0.8301	NPC144863
Intermediate Similarity	0.8301	NPC95075
Intermediate Similarity	0.8291	NPC476572
Intermediate Similarity	0.828	NPC187022
Intermediate Similarity	0.828	NPC325871
Intermediate Similarity	0.828	NPC80129
Intermediate Similarity	0.828	NPC99659
Intermediate Similarity	0.8258	NPC274026
Intermediate Similarity	0.8247	NPC130941
Intermediate Similarity	0.8228	NPC170503
Intermediate Similarity	0.8228	NPC203784
Intermediate Similarity	0.8228	NPC234392
Intermediate Similarity	0.8228	NPC126519
Intermediate Similarity	0.8228	NPC31311
Intermediate Similarity	0.8217	NPC2295
Intermediate Similarity	0.8217	NPC477564
Intermediate Similarity	0.8205	NPC476579
Intermediate Similarity	0.8187	NPC27410
Intermediate Similarity	0.8187	NPC477559
Intermediate Similarity	0.8187	NPC166014
Intermediate Similarity	0.8187	NPC160298
Intermediate Similarity	0.8187	NPC306902
Intermediate Similarity	0.8187	NPC266753
Intermediate Similarity	0.8187	NPC232924
Intermediate Similarity	0.8176	NPC11147
Intermediate Similarity	0.8165	NPC78733
Intermediate Similarity	0.8163	NPC160692
Intermediate Similarity	0.8153	NPC82285
Intermediate Similarity	0.8153	NPC148898
Intermediate Similarity	0.8153	NPC133011
Intermediate Similarity	0.8146	NPC470925
Intermediate Similarity	0.8125	NPC477080
Intermediate Similarity	0.8125	NPC111485
Intermediate Similarity	0.8125	NPC216816
Intermediate Similarity	0.8121	NPC301050
Intermediate Similarity	0.8121	NPC7018
Intermediate Similarity	0.8121	NPC131204
Intermediate Similarity	0.8113	NPC147091
Intermediate Similarity	0.8095	NPC118419
Intermediate Similarity	0.8086	NPC475393
Intermediate Similarity	0.805	NPC244112
Intermediate Similarity	0.805	NPC93593
Intermediate Similarity	0.8038	NPC26601
Intermediate Similarity	0.8038	NPC470924
Intermediate Similarity	0.8037	NPC225774
Intermediate Similarity	0.8037	NPC238530
Intermediate Similarity	0.8037	NPC276944
Intermediate Similarity	0.8037	NPC232514
Intermediate Similarity	0.8012	NPC118804
Intermediate Similarity	0.7988	NPC317272
Intermediate Similarity	0.7988	NPC13916
Intermediate Similarity	0.7988	NPC24264
Intermediate Similarity	0.7988	NPC476432
Intermediate Similarity	0.7988	NPC219341
Intermediate Similarity	0.7988	NPC250846
Intermediate Similarity	0.7988	NPC256012
Intermediate Similarity	0.7988	NPC268503
Intermediate Similarity	0.7988	NPC240841
Intermediate Similarity	0.7988	NPC42549
Intermediate Similarity	0.7988	NPC264850
Intermediate Similarity	0.7987	NPC294249
Intermediate Similarity	0.7975	NPC233650
Intermediate Similarity	0.7975	NPC324144
Intermediate Similarity	0.7939	NPC117188
Intermediate Similarity	0.7939	NPC12053
Intermediate Similarity	0.7939	NPC205421
Intermediate Similarity	0.7939	NPC306555
Intermediate Similarity	0.7939	NPC298979
Intermediate Similarity	0.7939	NPC81218
Intermediate Similarity	0.7939	NPC474931
Intermediate Similarity	0.7939	NPC145832
Intermediate Similarity	0.7939	NPC158376
Intermediate Similarity	0.7939	NPC247389
Intermediate Similarity	0.7937	NPC76079
Intermediate Similarity	0.7927	NPC167546
Intermediate Similarity	0.7927	NPC136508
Intermediate Similarity	0.7927	NPC24465
Intermediate Similarity	0.7927	NPC477563
Intermediate Similarity	0.7927	NPC13504
Intermediate Similarity	0.7927	NPC121275
Intermediate Similarity	0.7927	NPC16805
Intermediate Similarity	0.7927	NPC96603
Intermediate Similarity	0.7927	NPC253043
Intermediate Similarity	0.7927	NPC284183
Intermediate Similarity	0.7927	NPC212794
Intermediate Similarity	0.7927	NPC134858
Intermediate Similarity	0.7927	NPC78222
Intermediate Similarity	0.7927	NPC196447
Intermediate Similarity	0.7927	NPC306843
Intermediate Similarity	0.7927	NPC302527
Intermediate Similarity	0.7927	NPC4138
Intermediate Similarity	0.7925	NPC37272
Intermediate Similarity	0.7911	NPC223125
Intermediate Similarity	0.7901	NPC59028
Intermediate Similarity	0.7901	NPC92191
Intermediate Similarity	0.7892	NPC241055
Intermediate Similarity	0.7892	NPC83198
Intermediate Similarity	0.7892	NPC204908
Intermediate Similarity	0.7888	NPC186063
Intermediate Similarity	0.7888	NPC323443
Intermediate Similarity	0.7888	NPC180756
Intermediate Similarity	0.7879	NPC86144
Intermediate Similarity	0.7879	NPC35627
Intermediate Similarity	0.7879	NPC476573
Intermediate Similarity	0.7879	NPC81247
Intermediate Similarity	0.7879	NPC304659
Intermediate Similarity	0.7866	NPC1229
Intermediate Similarity	0.7862	NPC8337
Intermediate Similarity	0.7862	NPC85747
Intermediate Similarity	0.7853	NPC249274
Intermediate Similarity	0.7853	NPC97072
Intermediate Similarity	0.7853	NPC205167
Intermediate Similarity	0.7853	NPC215829
Intermediate Similarity	0.7831	NPC150879
Intermediate Similarity	0.7831	NPC210918
Intermediate Similarity	0.7831	NPC210140
Intermediate Similarity	0.7829	NPC193528
Intermediate Similarity	0.7818	NPC168409
Intermediate Similarity	0.7812	NPC476580
Intermediate Similarity	0.7812	NPC223124
Intermediate Similarity	0.7805	NPC60186
Intermediate Similarity	0.7805	NPC24954
Intermediate Similarity	0.7798	NPC317439
Intermediate Similarity	0.7798	NPC227060
Intermediate Similarity	0.7798	NPC317145
Intermediate Similarity	0.7798	NPC10908
Intermediate Similarity	0.7798	NPC276890

Drug Structure

NPD4017 OpenBabel08211704332D 24 26 0 0 1 0 0 0 0 0999 V2000 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 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 -5.1962 -2.0000 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 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 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 0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -1.7321 -2.0000 0.0000 C 0 0 3 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 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 7 1 0 0 0 0 4 14 2 0 0 0 0 5 8 2 0 0 0 0 5 14 1 0 0 0 0 6 9 1 0 0 0 0 6 14 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 18 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 22 1 0 0 0 0 12 15 2 0 0 0 0 12 19 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 24 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	345.15
ALogP	0.7474
MLogP	3.22
XLogP	4.622
HDA	1
HBD	0
Rotatable Bonds	9
TPSA	21.7
RO5 Violation	0