NPASS drugs

Drug Information

Drug ID:	NPD4375
Drug Name:	Picotamide
Molecular Formula:	C21H20N4O3
Canonical SMILES:	COc1ccc(cc1C(=NCc1cccnc1)O)C(=NCc1cccnc1)O
Standard InCHI:	InChI=1S/C21H20N4O3/c1-28-19-7-6-17(20(26)24-13-15-4-2-8-22-11-15)10-18(19)21(27)25-14-16-5-3-9-23-12-16/h2-12H,13-14H2,1H3,(H,24,26)(H,25,27)
Standard InCHIKey:	KYWCWBXGRWWINE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4375

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	318
0.1-0.2	1700
0.2-0.3	9757
0.3-0.4	2791
0.4-0.5	9092
0.5-0.6	5857
0.6-0.7	1227
0.7-0.8	141
0.8-0.85	7
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	0.8314	NPC471178
Intermediate Similarity	0.8304	NPC59779
Intermediate Similarity	0.8304	NPC471177
Intermediate Similarity	0.8304	NPC124542
Intermediate Similarity	0.8261	NPC289786
Intermediate Similarity	0.8226	NPC224928
Intermediate Similarity	0.8172	NPC473053
Intermediate Similarity	0.7927	NPC264166
Intermediate Similarity	0.7927	NPC274291
Intermediate Similarity	0.7927	NPC329708
Intermediate Similarity	0.7927	NPC165349
Intermediate Similarity	0.7927	NPC118832
Intermediate Similarity	0.7927	NPC47059
Intermediate Similarity	0.7841	NPC473057
Intermediate Similarity	0.7833	NPC122463
Intermediate Similarity	0.7822	NPC174049
Intermediate Similarity	0.774	NPC97367
Intermediate Similarity	0.7739	NPC202605
Intermediate Similarity	0.7739	NPC112206
Intermediate Similarity	0.7725	NPC133140
Intermediate Similarity	0.7725	NPC195268
Intermediate Similarity	0.7723	NPC473822
Intermediate Similarity	0.7684	NPC177404
Intermediate Similarity	0.7668	NPC287437
Intermediate Similarity	0.7656	NPC201508
Intermediate Similarity	0.7654	NPC108469
Intermediate Similarity	0.7653	NPC16452
Intermediate Similarity	0.7653	NPC36229
Intermediate Similarity	0.7653	NPC476581
Intermediate Similarity	0.7632	NPC114335
Intermediate Similarity	0.7632	NPC280964
Intermediate Similarity	0.7632	NPC141915
Intermediate Similarity	0.7622	NPC470474
Intermediate Similarity	0.7583	NPC255800
Intermediate Similarity	0.7583	NPC96584
Intermediate Similarity	0.7577	NPC4071
Intermediate Similarity	0.7577	NPC476582
Intermediate Similarity	0.7577	NPC476578
Intermediate Similarity	0.754	NPC62069
Intermediate Similarity	0.7527	NPC219963
Intermediate Similarity	0.7527	NPC266551
Intermediate Similarity	0.7527	NPC121658
Intermediate Similarity	0.7527	NPC14651
Intermediate Similarity	0.7527	NPC161887
Intermediate Similarity	0.7525	NPC323345
Intermediate Similarity	0.7525	NPC470164
Intermediate Similarity	0.7513	NPC469440
Intermediate Similarity	0.75	NPC31930
Intermediate Similarity	0.7487	NPC469390
Intermediate Similarity	0.7475	NPC137929
Intermediate Similarity	0.7475	NPC164374
Intermediate Similarity	0.7475	NPC210256
Intermediate Similarity	0.7473	NPC476518
Intermediate Similarity	0.7463	NPC290689
Intermediate Similarity	0.7436	NPC127085
Intermediate Similarity	0.7427	NPC213530
Intermediate Similarity	0.7427	NPC193267
Intermediate Similarity	0.7416	NPC26850
Intermediate Similarity	0.7409	NPC226202
Intermediate Similarity	0.7389	NPC251160
Intermediate Similarity	0.7389	NPC53069
Intermediate Similarity	0.7389	NPC202768
Intermediate Similarity	0.7389	NPC296482
Intermediate Similarity	0.7387	NPC285558
Intermediate Similarity	0.7376	NPC11464
Intermediate Similarity	0.7368	NPC61350
Intermediate Similarity	0.7366	NPC283152
Intermediate Similarity	0.736	NPC477019
Intermediate Similarity	0.7351	NPC312872
Intermediate Similarity	0.7345	NPC26872
Intermediate Similarity	0.7337	NPC475774
Intermediate Similarity	0.732	NPC329541
Intermediate Similarity	0.7313	NPC193238
Intermediate Similarity	0.7313	NPC313189
Intermediate Similarity	0.7297	NPC111624
Intermediate Similarity	0.7296	NPC267928
Intermediate Similarity	0.7291	NPC167860
Intermediate Similarity	0.7291	NPC123976
Intermediate Similarity	0.7282	NPC170114
Intermediate Similarity	0.7281	NPC11408
Intermediate Similarity	0.7273	NPC310118
Intermediate Similarity	0.7264	NPC472111
Intermediate Similarity	0.7241	NPC471323
Intermediate Similarity	0.7238	NPC25899
Intermediate Similarity	0.7236	NPC232727
Intermediate Similarity	0.7233	NPC470549
Intermediate Similarity	0.7231	NPC307963
Intermediate Similarity	0.722	NPC96405
Intermediate Similarity	0.722	NPC171409
Intermediate Similarity	0.7219	NPC288943
Intermediate Similarity	0.7215	NPC217554
Intermediate Similarity	0.7206	NPC470020
Intermediate Similarity	0.7196	NPC222592
Intermediate Similarity	0.7196	NPC168486
Intermediate Similarity	0.7192	NPC475910
Intermediate Similarity	0.7186	NPC234197
Intermediate Similarity	0.7184	NPC266931
Intermediate Similarity	0.7179	NPC324149
Intermediate Similarity	0.7171	NPC208284
Intermediate Similarity	0.7157	NPC174758
Intermediate Similarity	0.7157	NPC174672
Intermediate Similarity	0.7157	NPC469589
Intermediate Similarity	0.7149	NPC15406
Intermediate Similarity	0.7143	NPC135549
Intermediate Similarity	0.7135	NPC20249
Intermediate Similarity	0.7129	NPC470500
Intermediate Similarity	0.7123	NPC322482
Intermediate Similarity	0.7121	NPC243834
Intermediate Similarity	0.7121	NPC70956
Intermediate Similarity	0.7117	NPC284141
Intermediate Similarity	0.7116	NPC24019
Intermediate Similarity	0.7116	NPC469792
Intermediate Similarity	0.7115	NPC470799
Intermediate Similarity	0.7115	NPC8022
Intermediate Similarity	0.7108	NPC477111
Intermediate Similarity	0.7104	NPC48192
Intermediate Similarity	0.7103	NPC110151
Intermediate Similarity	0.71	NPC19872
Intermediate Similarity	0.71	NPC176538
Intermediate Similarity	0.7077	NPC76748
Intermediate Similarity	0.7075	NPC118121
Intermediate Similarity	0.7071	NPC251090
Intermediate Similarity	0.7066	NPC471311
Intermediate Similarity	0.7066	NPC471313
Intermediate Similarity	0.7064	NPC90875
Intermediate Similarity	0.7062	NPC206251
Intermediate Similarity	0.7062	NPC54066
Intermediate Similarity	0.7062	NPC66083
Intermediate Similarity	0.7062	NPC74382
Intermediate Similarity	0.7053	NPC26679
Intermediate Similarity	0.7051	NPC233334
Intermediate Similarity	0.7048	NPC204446
Intermediate Similarity	0.7048	NPC314270
Intermediate Similarity	0.7048	NPC173080
Intermediate Similarity	0.7041	NPC92111
Intermediate Similarity	0.7037	NPC150048
Intermediate Similarity	0.7037	NPC203754
Intermediate Similarity	0.7032	NPC295228
Intermediate Similarity	0.7026	NPC296527
Intermediate Similarity	0.7024	NPC82548
Intermediate Similarity	0.7024	NPC470931
Intermediate Similarity	0.7024	NPC287208
Intermediate Similarity	0.7019	NPC236668
Intermediate Similarity	0.7016	NPC271792
Intermediate Similarity	0.701	NPC204385
Intermediate Similarity	0.7005	NPC473764
Intermediate Similarity	0.7005	NPC99666
Intermediate Similarity	0.7005	NPC314940
Remote Similarity	0.6995	NPC210434
Remote Similarity	0.6995	NPC84508
Remote Similarity	0.6995	NPC245816
Remote Similarity	0.6995	NPC216612
Remote Similarity	0.6995	NPC476138
Remote Similarity	0.6995	NPC223427
Remote Similarity	0.6995	NPC284559
Remote Similarity	0.699	NPC185782
Remote Similarity	0.699	NPC3715
Remote Similarity	0.6986	NPC235076
Remote Similarity	0.6986	NPC146976
Remote Similarity	0.6985	NPC13880
Remote Similarity	0.6982	NPC99891
Remote Similarity	0.6982	NPC210296
Remote Similarity	0.6979	NPC206201
Remote Similarity	0.6976	NPC475835
Remote Similarity	0.6973	NPC263439
Remote Similarity	0.6972	NPC469554
Remote Similarity	0.6972	NPC101543
Remote Similarity	0.697	NPC79293
Remote Similarity	0.697	NPC279401
Remote Similarity	0.6968	NPC252590
Remote Similarity	0.6967	NPC100079
Remote Similarity	0.6967	NPC469594
Remote Similarity	0.6967	NPC23614
Remote Similarity	0.6964	NPC212125
Remote Similarity	0.6961	NPC289086
Remote Similarity	0.696	NPC183537
Remote Similarity	0.6959	NPC42591
Remote Similarity	0.6957	NPC188420
Remote Similarity	0.6952	NPC274982
Remote Similarity	0.6948	NPC60621
Remote Similarity	0.6946	NPC475112
Remote Similarity	0.6946	NPC475085
Remote Similarity	0.6946	NPC291535
Remote Similarity	0.6939	NPC44354
Remote Similarity	0.6938	NPC469592
Remote Similarity	0.6938	NPC471080
Remote Similarity	0.6938	NPC149471
Remote Similarity	0.6938	NPC271215
Remote Similarity	0.6935	NPC146724
Remote Similarity	0.6931	NPC329793
Remote Similarity	0.6931	NPC329747
Remote Similarity	0.6931	NPC315957
Remote Similarity	0.6927	NPC477113
Remote Similarity	0.6919	NPC206343
Remote Similarity	0.6919	NPC56170
Remote Similarity	0.6919	NPC471448
Remote Similarity	0.6919	NPC477908
Remote Similarity	0.6912	NPC476997
Remote Similarity	0.6912	NPC314954
Remote Similarity	0.6904	NPC134079

Drug Structure

NPD4375 OpenBabel08211705262D 30 32 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 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 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 3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 2.5981 -4.5000 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 0.8660 -4.5000 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 1.7321 -5.0000 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 0.0000 -2.0000 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 -0.0000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -0.8660 -4.5000 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 28 1 0 0 0 0 2 4 2 0 0 0 0 2 8 1 0 0 0 0 3 5 2 0 0 0 0 3 9 1 0 0 0 0 4 15 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 19 1 0 0 0 0 8 22 2 0 0 0 0 9 23 2 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 22 1 0 0 0 0 12 16 2 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 17 20 1 0 0 0 0 18 19 2 0 0 0 0 18 21 1 0 0 0 0 19 28 1 0 0 0 0 20 24 2 3 0 0 0 20 26 1 0 0 0 0 21 25 2 3 0 0 0 21 27 1 0 0 0 0 26 29 1 0 0 0 0 27 30 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	376.15
ALogP	-0.6402
MLogP	3
XLogP	3
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	100.19
RO5 Violation	0