NPASS drugs

Drug Information

Drug ID:	NPD3873
Drug Name:	Pafuramidine
Molecular Formula:	C20H20N4O3
Canonical SMILES:	CON=C(c1ccc(cc1)c1ccc(o1)c1ccc(cc1)C(=NOC)N)N
Standard InCHI:	InChI=1S/C20H20N4O3/c1-25-23-19(21)15-7-3-13(4-8-15)17-11-12-18(27-17)14-5-9-16(10-6-14)20(22)24-26-2/h3-12H,1-2H3,(H2,21,23)(H2,22,24)
Standard InCHIKey:	UKOQVLAXCBRRGH-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3873

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	1157
0.2-0.3	3793
0.3-0.4	8481
0.4-0.5	3288
0.5-0.6	10848
0.6-0.7	3078
0.7-0.8	58
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	0.7815	NPC471316
Intermediate Similarity	0.7651	NPC477645
Intermediate Similarity	0.7622	NPC246214
Intermediate Similarity	0.7431	NPC137710
Intermediate Similarity	0.7312	NPC290404
Intermediate Similarity	0.7292	NPC469954
Intermediate Similarity	0.7267	NPC141059
Intermediate Similarity	0.7261	NPC233707
Intermediate Similarity	0.7261	NPC62735
Intermediate Similarity	0.7248	NPC56332
Intermediate Similarity	0.7244	NPC163029
Intermediate Similarity	0.7241	NPC206007
Intermediate Similarity	0.7229	NPC473194
Intermediate Similarity	0.7226	NPC265793
Intermediate Similarity	0.7226	NPC324117
Intermediate Similarity	0.7226	NPC209858
Intermediate Similarity	0.7222	NPC470019
Intermediate Similarity	0.7219	NPC428300
Intermediate Similarity	0.7215	NPC112757
Intermediate Similarity	0.7208	NPC266425
Intermediate Similarity	0.7208	NPC169766
Intermediate Similarity	0.72	NPC83301
Intermediate Similarity	0.7197	NPC130976
Intermediate Similarity	0.719	NPC475092
Intermediate Similarity	0.7153	NPC205523
Intermediate Similarity	0.7143	NPC301717
Intermediate Similarity	0.7099	NPC93241
Intermediate Similarity	0.7099	NPC290038
Intermediate Similarity	0.7099	NPC27798
Intermediate Similarity	0.7099	NPC17262
Intermediate Similarity	0.7086	NPC470858
Intermediate Similarity	0.7083	NPC473193
Intermediate Similarity	0.7081	NPC80928
Intermediate Similarity	0.7075	NPC35744
Intermediate Similarity	0.7075	NPC54243
Intermediate Similarity	0.7073	NPC150215
Intermediate Similarity	0.707	NPC204592
Intermediate Similarity	0.7067	NPC118853
Intermediate Similarity	0.7067	NPC141252
Intermediate Similarity	0.7067	NPC11799
Intermediate Similarity	0.7059	NPC59502
Intermediate Similarity	0.7059	NPC50583
Intermediate Similarity	0.7055	NPC217180
Intermediate Similarity	0.7055	NPC478166
Intermediate Similarity	0.7055	NPC312525
Intermediate Similarity	0.7051	NPC470406
Intermediate Similarity	0.7048	NPC13282
Intermediate Similarity	0.7048	NPC58661
Intermediate Similarity	0.7047	NPC314329
Intermediate Similarity	0.7039	NPC474264
Intermediate Similarity	0.7037	NPC117674
Intermediate Similarity	0.7025	NPC307401
Intermediate Similarity	0.7012	NPC281398
Intermediate Similarity	0.7012	NPC51641
Intermediate Similarity	0.7012	NPC300267
Intermediate Similarity	0.7007	NPC32298
Intermediate Similarity	0.7007	NPC171023
Intermediate Similarity	0.7007	NPC243704
Remote Similarity	0.6994	NPC302181
Remote Similarity	0.6993	NPC298884
Remote Similarity	0.6987	NPC183103
Remote Similarity	0.6987	NPC132308
Remote Similarity	0.6986	NPC316062
Remote Similarity	0.6981	NPC160747
Remote Similarity	0.698	NPC97566
Remote Similarity	0.6974	NPC2771
Remote Similarity	0.697	NPC130581
Remote Similarity	0.697	NPC12148
Remote Similarity	0.6968	NPC282230
Remote Similarity	0.6968	NPC183348
Remote Similarity	0.6962	NPC106606
Remote Similarity	0.6959	NPC201284
Remote Similarity	0.6951	NPC230943
Remote Similarity	0.6948	NPC125887
Remote Similarity	0.6946	NPC167576
Remote Similarity	0.6937	NPC202260
Remote Similarity	0.6933	NPC53192
Remote Similarity	0.6933	NPC158871
Remote Similarity	0.6928	NPC95526
Remote Similarity	0.6928	NPC135325
Remote Similarity	0.6923	NPC15083
Remote Similarity	0.6923	NPC279596
Remote Similarity	0.6923	NPC470976
Remote Similarity	0.6923	NPC470977
Remote Similarity	0.6923	NPC196979
Remote Similarity	0.6923	NPC473982
Remote Similarity	0.6918	NPC278832
Remote Similarity	0.6918	NPC28054
Remote Similarity	0.6918	NPC64157
Remote Similarity	0.6909	NPC210826
Remote Similarity	0.6908	NPC473885
Remote Similarity	0.6908	NPC471074
Remote Similarity	0.6905	NPC149085
Remote Similarity	0.6903	NPC170546
Remote Similarity	0.6903	NPC66246
Remote Similarity	0.6899	NPC196708
Remote Similarity	0.689	NPC225884
Remote Similarity	0.689	NPC247221
Remote Similarity	0.6887	NPC471315
Remote Similarity	0.6887	NPC471314
Remote Similarity	0.6886	NPC472298
Remote Similarity	0.6886	NPC39929
Remote Similarity	0.6886	NPC226644
Remote Similarity	0.6886	NPC37226
Remote Similarity	0.6886	NPC296030
Remote Similarity	0.6879	NPC474340
Remote Similarity	0.6875	NPC23332
Remote Similarity	0.6875	NPC186647
Remote Similarity	0.6871	NPC79202
Remote Similarity	0.6871	NPC19290
Remote Similarity	0.6871	NPC59035
Remote Similarity	0.6867	NPC198427
Remote Similarity	0.6867	NPC115859
Remote Similarity	0.6863	NPC224657
Remote Similarity	0.686	NPC71205
Remote Similarity	0.6848	NPC98926
Remote Similarity	0.6845	NPC472406
Remote Similarity	0.6845	NPC144010
Remote Similarity	0.6842	NPC178382
Remote Similarity	0.6839	NPC473196
Remote Similarity	0.6832	NPC265181
Remote Similarity	0.6826	NPC478189
Remote Similarity	0.6826	NPC272194
Remote Similarity	0.6824	NPC72370
Remote Similarity	0.6824	NPC45104
Remote Similarity	0.6818	NPC177925
Remote Similarity	0.6818	NPC474737
Remote Similarity	0.6815	NPC324488
Remote Similarity	0.681	NPC263337
Remote Similarity	0.681	NPC171094
Remote Similarity	0.6807	NPC161544
Remote Similarity	0.6807	NPC153644
Remote Similarity	0.6806	NPC183648
Remote Similarity	0.6805	NPC170169
Remote Similarity	0.6805	NPC145830
Remote Similarity	0.6802	NPC164110
Remote Similarity	0.6802	NPC246647
Remote Similarity	0.6802	NPC96342
Remote Similarity	0.6802	NPC212967
Remote Similarity	0.68	NPC232958
Remote Similarity	0.6797	NPC107846
Remote Similarity	0.6795	NPC57552
Remote Similarity	0.6795	NPC939
Remote Similarity	0.6792	NPC292998
Remote Similarity	0.6788	NPC308006
Remote Similarity	0.6788	NPC469642
Remote Similarity	0.6788	NPC114513
Remote Similarity	0.6788	NPC245522
Remote Similarity	0.6786	NPC37208
Remote Similarity	0.6786	NPC221868
Remote Similarity	0.6782	NPC471651
Remote Similarity	0.6779	NPC293424
Remote Similarity	0.6779	NPC152159
Remote Similarity	0.6776	NPC16922
Remote Similarity	0.6774	NPC329707
Remote Similarity	0.6774	NPC41721
Remote Similarity	0.677	NPC254741
Remote Similarity	0.677	NPC29638
Remote Similarity	0.6766	NPC17816
Remote Similarity	0.6765	NPC44606
Remote Similarity	0.6765	NPC24232
Remote Similarity	0.6765	NPC60211
Remote Similarity	0.6765	NPC207624
Remote Similarity	0.6765	NPC10429
Remote Similarity	0.6763	NPC226287
Remote Similarity	0.6757	NPC470860
Remote Similarity	0.6752	NPC245395
Remote Similarity	0.6752	NPC228184
Remote Similarity	0.675	NPC217914
Remote Similarity	0.6746	NPC230713
Remote Similarity	0.6746	NPC135303
Remote Similarity	0.6746	NPC148423
Remote Similarity	0.6746	NPC78335
Remote Similarity	0.6744	NPC180924
Remote Similarity	0.6735	NPC252004
Remote Similarity	0.6733	NPC264976
Remote Similarity	0.6733	NPC43275
Remote Similarity	0.6732	NPC65735
Remote Similarity	0.6732	NPC93730
Remote Similarity	0.6732	NPC188377
Remote Similarity	0.6727	NPC17760
Remote Similarity	0.6726	NPC306788
Remote Similarity	0.6725	NPC122365
Remote Similarity	0.6725	NPC179170
Remote Similarity	0.6725	NPC213608
Remote Similarity	0.6725	NPC1477
Remote Similarity	0.6712	NPC22678
Remote Similarity	0.6711	NPC227660
Remote Similarity	0.671	NPC237868
Remote Similarity	0.671	NPC290955
Remote Similarity	0.671	NPC246392
Remote Similarity	0.6709	NPC164295
Remote Similarity	0.6709	NPC239134
Remote Similarity	0.6708	NPC170604
Remote Similarity	0.6708	NPC215109
Remote Similarity	0.6707	NPC308799
Remote Similarity	0.6706	NPC23668
Remote Similarity	0.6706	NPC106372
Remote Similarity	0.6706	NPC193976
Remote Similarity	0.6706	NPC471649

Drug Structure

NPD3873 OpenBabel08211704332D 31 33 0 0 0 0 0 0 0 0999 V2000 6.6363 -0.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0704 0.2749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2514 -1.4476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0649 0.3795 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2460 -1.3431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6527 -0.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6472 -0.3250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2350 -1.1340 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 2.5933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0540 0.5885 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0485 0.6930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.5933 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 4.8283 -2.0476 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.2295 -1.0295 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 3.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 3.0933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 26 1 0 0 0 0 3 7 1 0 0 0 0 3 13 2 0 0 0 0 4 8 2 0 0 0 0 4 13 1 0 0 0 0 5 9 1 0 0 0 0 5 14 2 0 0 0 0 6 10 2 0 0 0 0 6 14 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 10 16 1 0 0 0 0 11 12 1 0 0 0 0 11 17 2 0 0 0 0 12 18 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 20 1 0 0 0 0 17 27 1 0 0 0 0 18 27 1 0 0 0 0 19 21 1 0 0 0 0 19 23 2 3 0 0 0 20 22 1 0 0 0 0 20 24 2 3 0 0 0 21 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 22 31 1 0 0 0 0 23 25 1 0 0 0 0 24 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010552
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.15
ALogP	-1.2109
MLogP	2.89
XLogP	5.044
HDA	2
HBD	2
Rotatable Bonds	10
TPSA	108.36
RO5 Violation	1