NPASS drugs

Drug Information

Drug ID:	NPD2603
Drug Name:
Molecular Formula:	C17H23N5O4
Canonical SMILES:	CCOC(=O)CCN=C(N[C@H]1CCN(C1=O)c1ccc(cc1)C(=N)N)O
Standard InCHI:	InChI=1S/C17H23N5O4/c1-2-26-14(23)7-9-20-17(25)21-13-8-10-22(16(13)24)12-5-3-11(4-6-12)15(18)19/h3-6,13H,2,7-10H2,1H3,(H3,18,19)(H2,20,21,25)/t13-/m0/s1
Standard InCHIKey:	VJDOPFARMOLELX-ZDUSSCGKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2603

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	111
0.1-0.2	1697
0.2-0.3	10756
0.3-0.4	13000
0.4-0.5	2974
0.5-0.6	1976
0.6-0.7	369
0.7-0.8	7
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	0.7341	NPC14849
Intermediate Similarity	0.7299	NPC131450
Intermediate Similarity	0.7299	NPC182057
Intermediate Similarity	0.7299	NPC147298
Intermediate Similarity	0.7225	NPC328611
Intermediate Similarity	0.7197	NPC287358
Intermediate Similarity	0.7029	NPC248862
Remote Similarity	0.6957	NPC2823
Remote Similarity	0.6899	NPC162417
Remote Similarity	0.6899	NPC316104
Remote Similarity	0.6824	NPC84317
Remote Similarity	0.6805	NPC471132
Remote Similarity	0.6802	NPC68650
Remote Similarity	0.6788	NPC311658
Remote Similarity	0.6774	NPC322433
Remote Similarity	0.677	NPC132636
Remote Similarity	0.6747	NPC324445
Remote Similarity	0.6744	NPC154478
Remote Similarity	0.6706	NPC295021
Remote Similarity	0.6686	NPC314223
Remote Similarity	0.6667	NPC7817
Remote Similarity	0.6667	NPC475168
Remote Similarity	0.6667	NPC207428
Remote Similarity	0.6633	NPC54744
Remote Similarity	0.6617	NPC471197
Remote Similarity	0.6609	NPC309531
Remote Similarity	0.6609	NPC472102
Remote Similarity	0.659	NPC24617
Remote Similarity	0.6585	NPC64216
Remote Similarity	0.6585	NPC207554
Remote Similarity	0.6584	NPC471198
Remote Similarity	0.6582	NPC471155
Remote Similarity	0.6581	NPC283130
Remote Similarity	0.6581	NPC328683
Remote Similarity	0.6564	NPC92784
Remote Similarity	0.6564	NPC98424
Remote Similarity	0.6564	NPC470884
Remote Similarity	0.6564	NPC178662
Remote Similarity	0.6564	NPC473376
Remote Similarity	0.6564	NPC476133
Remote Similarity	0.6562	NPC293917
Remote Similarity	0.6552	NPC114806
Remote Similarity	0.655	NPC470902
Remote Similarity	0.6548	NPC270241
Remote Similarity	0.6534	NPC113056
Remote Similarity	0.6534	NPC138293
Remote Similarity	0.6534	NPC189116
Remote Similarity	0.6532	NPC324850
Remote Similarity	0.6531	NPC225400
Remote Similarity	0.6529	NPC473329
Remote Similarity	0.6519	NPC476950
Remote Similarity	0.6503	NPC471265
Remote Similarity	0.6503	NPC471264
Remote Similarity	0.65	NPC285622
Remote Similarity	0.6497	NPC471130
Remote Similarity	0.6497	NPC472538
Remote Similarity	0.6497	NPC470786
Remote Similarity	0.6485	NPC269398
Remote Similarity	0.6485	NPC263493
Remote Similarity	0.6484	NPC14325
Remote Similarity	0.6484	NPC28848
Remote Similarity	0.6477	NPC106118
Remote Similarity	0.6467	NPC315266
Remote Similarity	0.6465	NPC285192
Remote Similarity	0.6458	NPC474430
Remote Similarity	0.6457	NPC469901
Remote Similarity	0.6457	NPC276085
Remote Similarity	0.6446	NPC468984
Remote Similarity	0.6446	NPC470301
Remote Similarity	0.6442	NPC300299
Remote Similarity	0.6437	NPC94167
Remote Similarity	0.6437	NPC172937
Remote Similarity	0.6424	NPC83214
Remote Similarity	0.6417	NPC94752
Remote Similarity	0.6413	NPC16659
Remote Similarity	0.6412	NPC254798
Remote Similarity	0.6409	NPC161861
Remote Similarity	0.6407	NPC314388
Remote Similarity	0.6407	NPC315283
Remote Similarity	0.6404	NPC177996
Remote Similarity	0.6404	NPC147983
Remote Similarity	0.64	NPC62104
Remote Similarity	0.64	NPC104345
Remote Similarity	0.64	NPC222029
Remote Similarity	0.64	NPC1390
Remote Similarity	0.6398	NPC470003
Remote Similarity	0.6392	NPC192674
Remote Similarity	0.6384	NPC88970
Remote Similarity	0.6369	NPC214960
Remote Similarity	0.6369	NPC470509
Remote Similarity	0.6369	NPC316008
Remote Similarity	0.6369	NPC279527
Remote Similarity	0.6369	NPC209509
Remote Similarity	0.6369	NPC313867
Remote Similarity	0.6368	NPC129909
Remote Similarity	0.6368	NPC89987
Remote Similarity	0.6364	NPC307396
Remote Similarity	0.6359	NPC11126
Remote Similarity	0.6359	NPC265710
Remote Similarity	0.6358	NPC117032
Remote Similarity	0.6353	NPC478039
Remote Similarity	0.6353	NPC470440
Remote Similarity	0.6352	NPC477937
Remote Similarity	0.6351	NPC164802
Remote Similarity	0.635	NPC478158
Remote Similarity	0.6349	NPC213629
Remote Similarity	0.6347	NPC471164
Remote Similarity	0.6347	NPC77905
Remote Similarity	0.6341	NPC314835
Remote Similarity	0.6341	NPC248601
Remote Similarity	0.6337	NPC300443
Remote Similarity	0.6335	NPC226662
Remote Similarity	0.6333	NPC473000
Remote Similarity	0.6331	NPC314114
Remote Similarity	0.6331	NPC314358
Remote Similarity	0.6331	NPC314186
Remote Similarity	0.633	NPC311858
Remote Similarity	0.6328	NPC73655
Remote Similarity	0.6324	NPC91179
Remote Similarity	0.6324	NPC472999
Remote Similarity	0.6324	NPC475685
Remote Similarity	0.6322	NPC469903
Remote Similarity	0.631	NPC21429
Remote Similarity	0.631	NPC52748
Remote Similarity	0.631	NPC228835
Remote Similarity	0.6304	NPC473380
Remote Similarity	0.6304	NPC240088
Remote Similarity	0.6301	NPC243756
Remote Similarity	0.6301	NPC154602
Remote Similarity	0.6298	NPC472118
Remote Similarity	0.6293	NPC244425
Remote Similarity	0.6293	NPC15384
Remote Similarity	0.6287	NPC168113
Remote Similarity	0.6287	NPC320968
Remote Similarity	0.6287	NPC130251
Remote Similarity	0.6284	NPC469938
Remote Similarity	0.6283	NPC243716
Remote Similarity	0.628	NPC141050
Remote Similarity	0.6277	NPC133003
Remote Similarity	0.6275	NPC288232
Remote Similarity	0.627	NPC475094
Remote Similarity	0.6266	NPC6975
Remote Similarity	0.6266	NPC254698
Remote Similarity	0.6265	NPC122553
Remote Similarity	0.6264	NPC122106
Remote Similarity	0.6264	NPC285381
Remote Similarity	0.6258	NPC476687
Remote Similarity	0.6258	NPC476685
Remote Similarity	0.6258	NPC476689
Remote Similarity	0.6257	NPC271734
Remote Similarity	0.6257	NPC5719
Remote Similarity	0.6257	NPC217804
Remote Similarity	0.6257	NPC328270
Remote Similarity	0.6257	NPC22883
Remote Similarity	0.6257	NPC210377
Remote Similarity	0.6257	NPC471820
Remote Similarity	0.6257	NPC471821
Remote Similarity	0.6256	NPC473640
Remote Similarity	0.625	NPC197682
Remote Similarity	0.625	NPC161069
Remote Similarity	0.625	NPC186284
Remote Similarity	0.625	NPC22082
Remote Similarity	0.625	NPC301760
Remote Similarity	0.6244	NPC475506
Remote Similarity	0.6242	NPC71684
Remote Similarity	0.6242	NPC202521
Remote Similarity	0.6237	NPC88110
Remote Similarity	0.6237	NPC469896
Remote Similarity	0.6235	NPC136002
Remote Similarity	0.6235	NPC472245
Remote Similarity	0.623	NPC242269
Remote Similarity	0.6228	NPC65408
Remote Similarity	0.6222	NPC472106
Remote Similarity	0.6222	NPC15068
Remote Similarity	0.6215	NPC299594
Remote Similarity	0.6215	NPC113946
Remote Similarity	0.6215	NPC469898
Remote Similarity	0.6212	NPC155143
Remote Similarity	0.6211	NPC473815
Remote Similarity	0.6207	NPC66936
Remote Similarity	0.6205	NPC325599
Remote Similarity	0.6201	NPC286871
Remote Similarity	0.6201	NPC282339
Remote Similarity	0.6201	NPC472101
Remote Similarity	0.6201	NPC176983
Remote Similarity	0.6201	NPC99632
Remote Similarity	0.6201	NPC472120
Remote Similarity	0.6195	NPC478157
Remote Similarity	0.6188	NPC300631
Remote Similarity	0.6188	NPC63040
Remote Similarity	0.6184	NPC281049
Remote Similarity	0.6183	NPC219336
Remote Similarity	0.6181	NPC295548
Remote Similarity	0.618	NPC469902
Remote Similarity	0.6178	NPC200964
Remote Similarity	0.6178	NPC476990
Remote Similarity	0.6178	NPC175474
Remote Similarity	0.6176	NPC5620
Remote Similarity	0.6176	NPC75634
Remote Similarity	0.6176	NPC6865

Drug Structure

NPD2603 OpenBabel08211702172D 31 32 0 0 1 0 0 0 0 0999 V2000 7.4565 2.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0498 1.8296 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 -1.7321 -2.0000 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6540 0.7070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0662 1.5160 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 -2.5981 -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 1.0827 1.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.6485 0.8115 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 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4839 2.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0717 1.4115 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 2.1160 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2363 0.0025 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6386 1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8907 3.1341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0553 1.7251 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9016 2.9250 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.8852 3.2386 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 26 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 14 1 0 0 0 0 8 10 1 0 0 0 0 8 13 1 0 0 0 0 9 20 1 0 0 0 0 10 22 1 0 0 0 0 11 15 1 0 0 0 0 12 22 1 0 0 0 0 13 16 1 0 0 0 0 13 21 1 1 0 0 0 14 23 2 0 0 0 0 14 26 1 0 0 0 0 15 18 1 0 0 0 0 15 19 2 0 0 0 0 16 22 1 0 0 0 0 16 24 2 0 0 0 0 17 20 2 3 0 0 0 17 21 1 0 0 0 0 17 25 1 0 0 0 0 18 27 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 21 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003918
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	178080
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.18
ALogP	-1.5356
MLogP	2.34
XLogP	1.872
HDA	9
HBD	4
Rotatable Bonds	12
TPSA	141.1
RO5 Violation	0