NPASS drugs

Drug Information

Drug ID:	NPD1364
Drug Name:	Methapyrilene Fumarate
Molecular Formula:	C14H19N3S.C4H4O4
Canonical SMILES:	CN(CCN(c1ccccn1)Cc1cccs1)C.OC(=O)/C=C/C(=O)O
Standard InCHI:	InChI=1S/C14H19N3S.C4H4O4/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;5-3(6)1-2-4(7)8/h3-8,11H,9-10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
Standard InCHIKey:	GYIUBPDECOMZDC-WLHGVMLRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1364

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	2207
0.1-0.2	15359
0.2-0.3	9002
0.3-0.4	2073
0.4-0.5	1594
0.5-0.6	565
0.6-0.7	86
0.7-0.8	4
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	0.7554	NPC84268
Intermediate Similarity	0.7286	NPC473901
Intermediate Similarity	0.7075	NPC56856
Intermediate Similarity	0.7	NPC135488
Remote Similarity	0.6986	NPC11863
Remote Similarity	0.6973	NPC469308
Remote Similarity	0.6912	NPC83987
Remote Similarity	0.6797	NPC287895
Remote Similarity	0.6782	NPC317054
Remote Similarity	0.6779	NPC265605
Remote Similarity	0.6779	NPC182570
Remote Similarity	0.6779	NPC48564
Remote Similarity	0.6738	NPC231655
Remote Similarity	0.6738	NPC76540
Remote Similarity	0.6713	NPC27802
Remote Similarity	0.6667	NPC471322
Remote Similarity	0.6667	NPC320863
Remote Similarity	0.6645	NPC476322
Remote Similarity	0.6622	NPC297486
Remote Similarity	0.6622	NPC240136
Remote Similarity	0.6622	NPC471402
Remote Similarity	0.6601	NPC273714
Remote Similarity	0.6507	NPC235843
Remote Similarity	0.6471	NPC290094
Remote Similarity	0.6467	NPC91958
Remote Similarity	0.6456	NPC101165
Remote Similarity	0.6444	NPC164228
Remote Similarity	0.6433	NPC476131
Remote Similarity	0.6429	NPC27740
Remote Similarity	0.6412	NPC120070
Remote Similarity	0.6392	NPC69914
Remote Similarity	0.6358	NPC143603
Remote Similarity	0.6358	NPC470204
Remote Similarity	0.6348	NPC314557
Remote Similarity	0.6346	NPC169625
Remote Similarity	0.6346	NPC202957
Remote Similarity	0.6328	NPC91895
Remote Similarity	0.6322	NPC470203
Remote Similarity	0.6306	NPC471311
Remote Similarity	0.6306	NPC471313
Remote Similarity	0.6296	NPC216159
Remote Similarity	0.6294	NPC470823
Remote Similarity	0.6289	NPC143325
Remote Similarity	0.6278	NPC315715
Remote Similarity	0.6266	NPC89490
Remote Similarity	0.6243	NPC469897
Remote Similarity	0.6235	NPC40070
Remote Similarity	0.6229	NPC253687
Remote Similarity	0.6226	NPC475090
Remote Similarity	0.6226	NPC329896
Remote Similarity	0.6226	NPC475105
Remote Similarity	0.6213	NPC470111
Remote Similarity	0.6199	NPC216713
Remote Similarity	0.6194	NPC329825
Remote Similarity	0.6178	NPC245244
Remote Similarity	0.6178	NPC146373
Remote Similarity	0.6178	NPC166424
Remote Similarity	0.6178	NPC69277
Remote Similarity	0.6159	NPC314102
Remote Similarity	0.6159	NPC65408
Remote Similarity	0.6159	NPC251722
Remote Similarity	0.6159	NPC150259
Remote Similarity	0.6154	NPC46358
Remote Similarity	0.6139	NPC151779
Remote Similarity	0.6118	NPC179787
Remote Similarity	0.6118	NPC201380
Remote Similarity	0.6101	NPC212125
Remote Similarity	0.6095	NPC285731
Remote Similarity	0.6087	NPC282398
Remote Similarity	0.6084	NPC315348
Remote Similarity	0.6084	NPC316811
Remote Similarity	0.6084	NPC73767
Remote Similarity	0.6084	NPC32002
Remote Similarity	0.6082	NPC321911
Remote Similarity	0.608	NPC122141
Remote Similarity	0.6069	NPC200214
Remote Similarity	0.6059	NPC63545
Remote Similarity	0.6056	NPC213774
Remote Similarity	0.6049	NPC324611
Remote Similarity	0.6045	NPC225018
Remote Similarity	0.6038	NPC75999
Remote Similarity	0.6034	NPC476219
Remote Similarity	0.6034	NPC476297
Remote Similarity	0.6033	NPC265710
Remote Similarity	0.6023	NPC469811
Remote Similarity	0.6023	NPC471957
Remote Similarity	0.6012	NPC472260
Remote Similarity	0.6012	NPC470233
Remote Similarity	0.6	NPC204141
Remote Similarity	0.6	NPC16659
Remote Similarity	0.5988	NPC110126
Remote Similarity	0.5977	NPC161108
Remote Similarity	0.5965	NPC143872
Remote Similarity	0.5964	NPC471312
Remote Similarity	0.5964	NPC84911
Remote Similarity	0.5952	NPC469783
Remote Similarity	0.5952	NPC469784
Remote Similarity	0.5952	NPC469779
Remote Similarity	0.5952	NPC469768
Remote Similarity	0.5952	NPC469780
Remote Similarity	0.5952	NPC469761
Remote Similarity	0.5952	NPC469767
Remote Similarity	0.5951	NPC256893
Remote Similarity	0.5947	NPC472289
Remote Similarity	0.5944	NPC49217
Remote Similarity	0.5938	NPC476140
Remote Similarity	0.5932	NPC477591
Remote Similarity	0.5932	NPC300238
Remote Similarity	0.5922	NPC478182
Remote Similarity	0.5917	NPC469766
Remote Similarity	0.5904	NPC261195
Remote Similarity	0.5904	NPC29886
Remote Similarity	0.5904	NPC96102
Remote Similarity	0.5901	NPC306397
Remote Similarity	0.5895	NPC206251
Remote Similarity	0.5895	NPC74382
Remote Similarity	0.5892	NPC473380
Remote Similarity	0.5892	NPC240088
Remote Similarity	0.5886	NPC325903
Remote Similarity	0.5882	NPC307191
Remote Similarity	0.5882	NPC42483
Remote Similarity	0.5882	NPC143156
Remote Similarity	0.5882	NPC20144
Remote Similarity	0.5882	NPC477977
Remote Similarity	0.5876	NPC236711
Remote Similarity	0.5875	NPC151489
Remote Similarity	0.5868	NPC105127
Remote Similarity	0.5868	NPC472288
Remote Similarity	0.5864	NPC224327
Remote Similarity	0.5854	NPC82295
Remote Similarity	0.5843	NPC293487
Remote Similarity	0.5843	NPC198988
Remote Similarity	0.5838	NPC114209
Remote Similarity	0.5824	NPC88121
Remote Similarity	0.5824	NPC476454
Remote Similarity	0.582	NPC108011
Remote Similarity	0.5814	NPC314372
Remote Similarity	0.5814	NPC86288
Remote Similarity	0.5808	NPC29702
Remote Similarity	0.5808	NPC328029
Remote Similarity	0.5806	NPC476566
Remote Similarity	0.5805	NPC282531
Remote Similarity	0.5802	NPC165370
Remote Similarity	0.5797	NPC14223
Remote Similarity	0.5793	NPC315320
Remote Similarity	0.5789	NPC190296
Remote Similarity	0.5787	NPC129721
Remote Similarity	0.5771	NPC53947
Remote Similarity	0.5771	NPC148592
Remote Similarity	0.5769	NPC475920
Remote Similarity	0.5767	NPC471589
Remote Similarity	0.5767	NPC313823
Remote Similarity	0.5765	NPC279081
Remote Similarity	0.5761	NPC54214
Remote Similarity	0.5761	NPC82331
Remote Similarity	0.5756	NPC471323
Remote Similarity	0.5754	NPC56765
Remote Similarity	0.5751	NPC134079
Remote Similarity	0.5746	NPC478184
Remote Similarity	0.5745	NPC314281
Remote Similarity	0.5745	NPC40530
Remote Similarity	0.574	NPC104049
Remote Similarity	0.574	NPC169433
Remote Similarity	0.5732	NPC71236
Remote Similarity	0.5723	NPC330326
Remote Similarity	0.5722	NPC248454
Remote Similarity	0.5721	NPC39092
Remote Similarity	0.5714	NPC325252
Remote Similarity	0.5714	NPC2165
Remote Similarity	0.5714	NPC195507
Remote Similarity	0.5706	NPC88097
Remote Similarity	0.5706	NPC104483
Remote Similarity	0.5691	NPC478185
Remote Similarity	0.569	NPC288838
Remote Similarity	0.5684	NPC471609
Remote Similarity	0.5683	NPC56233
Remote Similarity	0.5683	NPC478183
Remote Similarity	0.5682	NPC105818
Remote Similarity	0.5682	NPC24678
Remote Similarity	0.568	NPC125746
Remote Similarity	0.5673	NPC230002
Remote Similarity	0.5669	NPC81561
Remote Similarity	0.5668	NPC280852
Remote Similarity	0.5663	NPC174421
Remote Similarity	0.5659	NPC90723
Remote Similarity	0.5659	NPC317105
Remote Similarity	0.5657	NPC272483
Remote Similarity	0.5657	NPC477974
Remote Similarity	0.565	NPC469975
Remote Similarity	0.5642	NPC51054
Remote Similarity	0.5642	NPC476464
Remote Similarity	0.564	NPC197068
Remote Similarity	0.5635	NPC215584
Remote Similarity	0.5635	NPC44773
Remote Similarity	0.5635	NPC25899
Remote Similarity	0.5632	NPC159856
Remote Similarity	0.5631	NPC147810
Remote Similarity	0.5629	NPC322488
Remote Similarity	0.5628	NPC274229
Remote Similarity	0.5622	NPC32534

Drug Structure

NPD1364 OpenBabel08211700192D 28 28 0 0 0 0 0 0 0 0999 V2000 3.0981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1551 -5.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -6.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7731 -5.5878 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.2372 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3712 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1032 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5052 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1032 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.9693 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5052 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6391 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8353 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7731 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 4 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 6 1 0 0 0 0 5 11 2 0 0 0 0 6 13 2 0 0 0 0 7 14 2 0 0 0 0 8 15 2 0 0 0 0 9 10 1 0 0 0 0 9 16 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 13 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 15 1 0 0 0 0 14 17 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 22 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 24 27 1 0 0 0 0 26 28 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	261.13
ALogP	0.8564
MLogP	2.56
XLogP	2.95
HDA	3
HBD	0
Rotatable Bonds	8
TPSA	47.61
RO5 Violation	0