NPASS drugs

Drug Information

Drug ID:	NPD1664
Drug Name:
Molecular Formula:	C15H17N5O4
Canonical SMILES:	C#C[C@H](N=C(CN=C(c1cccc(c1)NC(=N)N)O)O)CC(=O)O
Standard InCHI:	InChI=1S/C15H17N5O4/c1-2-10(7-13(22)23)19-12(21)8-18-14(24)9-4-3-5-11(6-9)20-15(16)17/h1,3-6,10H,7-8H2,(H,18,24)(H,19,21)(H,22,23)(H4,16,17,20)/t10-/m0/s1
Standard InCHIKey:	IABCGGIFHPDBCJ-JTQLQIEISA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1664

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	164
0.1-0.2	1738
0.2-0.3	9136
0.3-0.4	11720
0.4-0.5	5387
0.5-0.6	2511
0.6-0.7	227
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	0.7635	NPC476689
Intermediate Similarity	0.7635	NPC476685
Intermediate Similarity	0.7635	NPC476687
Intermediate Similarity	0.7273	NPC287358
Intermediate Similarity	0.7134	NPC43477
Intermediate Similarity	0.7078	NPC253476
Intermediate Similarity	0.7006	NPC48202
Remote Similarity	0.6957	NPC311658
Remote Similarity	0.6929	NPC37584
Remote Similarity	0.6914	NPC259678
Remote Similarity	0.6867	NPC471132
Remote Similarity	0.6863	NPC311753
Remote Similarity	0.6855	NPC242933
Remote Similarity	0.68	NPC248862
Remote Similarity	0.6784	NPC189116
Remote Similarity	0.6768	NPC254798
Remote Similarity	0.6765	NPC27904
Remote Similarity	0.6757	NPC229353
Remote Similarity	0.6744	NPC471130
Remote Similarity	0.6725	NPC88970
Remote Similarity	0.671	NPC226662
Remote Similarity	0.6705	NPC328611
Remote Similarity	0.6667	NPC472241
Remote Similarity	0.6646	NPC472242
Remote Similarity	0.6644	NPC314141
Remote Similarity	0.6629	NPC14849
Remote Similarity	0.6608	NPC114806
Remote Similarity	0.6606	NPC478039
Remote Similarity	0.6604	NPC173295
Remote Similarity	0.6592	NPC182057
Remote Similarity	0.6592	NPC147298
Remote Similarity	0.6592	NPC131450
Remote Similarity	0.6584	NPC181527
Remote Similarity	0.6561	NPC314098
Remote Similarity	0.6558	NPC205946
Remote Similarity	0.6556	NPC130931
Remote Similarity	0.655	NPC24617
Remote Similarity	0.6543	NPC472243
Remote Similarity	0.6541	NPC184437
Remote Similarity	0.6538	NPC471742
Remote Similarity	0.6527	NPC237649
Remote Similarity	0.6527	NPC300596
Remote Similarity	0.6514	NPC182131
Remote Similarity	0.6507	NPC329011
Remote Similarity	0.648	NPC471743
Remote Similarity	0.6462	NPC471155
Remote Similarity	0.6438	NPC267237
Remote Similarity	0.6437	NPC476231
Remote Similarity	0.6429	NPC270241
Remote Similarity	0.642	NPC159722
Remote Similarity	0.641	NPC477937
Remote Similarity	0.641	NPC225400
Remote Similarity	0.6409	NPC256268
Remote Similarity	0.6402	NPC316202
Remote Similarity	0.64	NPC476118
Remote Similarity	0.6398	NPC314835
Remote Similarity	0.6391	NPC288445
Remote Similarity	0.6389	NPC327481
Remote Similarity	0.638	NPC315224
Remote Similarity	0.6379	NPC68650
Remote Similarity	0.6378	NPC470786
Remote Similarity	0.6378	NPC472538
Remote Similarity	0.6374	NPC475685
Remote Similarity	0.6354	NPC219848
Remote Similarity	0.6351	NPC474584
Remote Similarity	0.6348	NPC471778
Remote Similarity	0.6346	NPC4974
Remote Similarity	0.6343	NPC289776
Remote Similarity	0.6343	NPC191863
Remote Similarity	0.6343	NPC133470
Remote Similarity	0.6341	NPC47986
Remote Similarity	0.634	NPC150323
Remote Similarity	0.6335	NPC91615
Remote Similarity	0.6333	NPC197470
Remote Similarity	0.6331	NPC3371
Remote Similarity	0.6329	NPC101372
Remote Similarity	0.6324	NPC477391
Remote Similarity	0.6319	NPC29702
Remote Similarity	0.6313	NPC83241
Remote Similarity	0.6312	NPC326966
Remote Similarity	0.6307	NPC162268
Remote Similarity	0.6304	NPC243058
Remote Similarity	0.6301	NPC141353
Remote Similarity	0.6294	NPC300443
Remote Similarity	0.6291	NPC147957
Remote Similarity	0.6289	NPC325651
Remote Similarity	0.6287	NPC323798
Remote Similarity	0.6286	NPC131718
Remote Similarity	0.6282	NPC317758
Remote Similarity	0.628	NPC469828
Remote Similarity	0.628	NPC214988
Remote Similarity	0.627	NPC203635
Remote Similarity	0.6267	NPC470550
Remote Similarity	0.6267	NPC205652
Remote Similarity	0.6258	NPC122542
Remote Similarity	0.6258	NPC27581
Remote Similarity	0.6257	NPC314223
Remote Similarity	0.6257	NPC278434
Remote Similarity	0.625	NPC224632
Remote Similarity	0.625	NPC199737
Remote Similarity	0.6243	NPC95412
Remote Similarity	0.6243	NPC92803
Remote Similarity	0.6234	NPC326232
Remote Similarity	0.623	NPC276517
Remote Similarity	0.6229	NPC471122
Remote Similarity	0.6228	NPC314287
Remote Similarity	0.6223	NPC18890
Remote Similarity	0.6216	NPC470317
Remote Similarity	0.6216	NPC319579
Remote Similarity	0.6215	NPC292143
Remote Similarity	0.6215	NPC139506
Remote Similarity	0.6214	NPC473317
Remote Similarity	0.6207	NPC84317
Remote Similarity	0.6205	NPC168861
Remote Similarity	0.6203	NPC90415
Remote Similarity	0.6198	NPC472539
Remote Similarity	0.6198	NPC470787
Remote Similarity	0.6198	NPC472540
Remote Similarity	0.6194	NPC273830
Remote Similarity	0.6193	NPC322644
Remote Similarity	0.619	NPC314186
Remote Similarity	0.619	NPC314114
Remote Similarity	0.6188	NPC313791
Remote Similarity	0.6188	NPC472245
Remote Similarity	0.6184	NPC2265
Remote Similarity	0.6181	NPC164859
Remote Similarity	0.6181	NPC474430
Remote Similarity	0.6181	NPC178681
Remote Similarity	0.6178	NPC226794
Remote Similarity	0.6171	NPC469428
Remote Similarity	0.617	NPC473815
Remote Similarity	0.6168	NPC326241
Remote Similarity	0.6166	NPC472542
Remote Similarity	0.6166	NPC472541
Remote Similarity	0.6166	NPC156704
Remote Similarity	0.6164	NPC58827
Remote Similarity	0.6164	NPC199738
Remote Similarity	0.6164	NPC210950
Remote Similarity	0.6164	NPC307437
Remote Similarity	0.6164	NPC72473
Remote Similarity	0.6158	NPC475983
Remote Similarity	0.6154	NPC474862
Remote Similarity	0.6145	NPC278887
Remote Similarity	0.6145	NPC41717
Remote Similarity	0.6142	NPC295548
Remote Similarity	0.6139	NPC474926
Remote Similarity	0.6139	NPC474479
Remote Similarity	0.6136	NPC154478
Remote Similarity	0.6134	NPC306376
Remote Similarity	0.6133	NPC105758
Remote Similarity	0.6133	NPC476686
Remote Similarity	0.6133	NPC476688
Remote Similarity	0.6125	NPC150863
Remote Similarity	0.6125	NPC122235
Remote Similarity	0.6124	NPC102423
Remote Similarity	0.6124	NPC125597
Remote Similarity	0.6121	NPC328029
Remote Similarity	0.612	NPC475607
Remote Similarity	0.6118	NPC222982
Remote Similarity	0.6111	NPC278874
Remote Similarity	0.6111	NPC66490
Remote Similarity	0.6111	NPC473376
Remote Similarity	0.6111	NPC318154
Remote Similarity	0.6111	NPC129486
Remote Similarity	0.6108	NPC471741
Remote Similarity	0.6105	NPC471196
Remote Similarity	0.6105	NPC313293
Remote Similarity	0.6105	NPC471195
Remote Similarity	0.6104	NPC314992
Remote Similarity	0.6096	NPC315934
Remote Similarity	0.6096	NPC477392
Remote Similarity	0.6096	NPC211551
Remote Similarity	0.6094	NPC45850
Remote Similarity	0.6092	NPC473580
Remote Similarity	0.6089	NPC471124
Remote Similarity	0.6087	NPC194562
Remote Similarity	0.6087	NPC474081
Remote Similarity	0.6084	NPC319645
Remote Similarity	0.608	NPC211525
Remote Similarity	0.608	NPC153694
Remote Similarity	0.6077	NPC164664
Remote Similarity	0.6077	NPC274198
Remote Similarity	0.6077	NPC198254
Remote Similarity	0.6071	NPC45459
Remote Similarity	0.6071	NPC315491
Remote Similarity	0.6066	NPC469938
Remote Similarity	0.6066	NPC203468
Remote Similarity	0.6066	NPC149155
Remote Similarity	0.6066	NPC110500
Remote Similarity	0.6066	NPC165285
Remote Similarity	0.6066	NPC475594
Remote Similarity	0.6065	NPC283760
Remote Similarity	0.6065	NPC319950
Remote Similarity	0.6061	NPC159589
Remote Similarity	0.6056	NPC472115
Remote Similarity	0.6056	NPC472114
Remote Similarity	0.6056	NPC33168
Remote Similarity	0.6054	NPC474041
Remote Similarity	0.6054	NPC475761
Remote Similarity	0.6054	NPC283219

Drug Structure

NPD1664 OpenBabel08211701082D 31 31 0 0 1 0 0 0 0 0999 V2000 5.1962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 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 1.7321 -1.0000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 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 -3.0000 0.0000 C 0 0 1 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 -3.0000 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 0.8660 -2.5000 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 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 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 4.3301 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 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 -1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 3 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 9 1 0 0 0 0 5 11 2 0 0 0 0 6 9 2 0 0 0 0 6 11 1 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 12 1 0 0 0 0 8 18 1 0 0 0 0 9 14 1 0 0 0 0 10 2 1 6 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 12 19 2 3 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 13 23 1 0 0 0 0 14 18 2 3 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 17 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 23 30 1 0 0 0 0 24 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003706
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	492984
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.13
ALogP	-0.4371
MLogP	2.12
XLogP	0.511
HDA	9
HBD	6
Rotatable Bonds	12
TPSA	164.38
RO5 Violation	1