NPASS drugs

Drug Information

Drug ID:	NPD1622
Drug Name:	MX-76629
Molecular Formula:	C15H15N3O4
Canonical SMILES:	CCOc1ccc(c(c1)N(=O)=O)N=C(c1ccc(nc1)C)O
Standard InCHI:	InChI=1S/C15H15N3O4/c1-3-22-12-6-7-13(14(8-12)18(20)21)17-15(19)11-5-4-10(2)16-9-11/h4-9H,3H2,1-2H3,(H,17,19)
Standard InCHIKey:	ZRSTVLRNCCLDIU-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1622

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	348
0.1-0.2	4442
0.2-0.3	8593
0.3-0.4	8166
0.4-0.5	6492
0.5-0.6	2095
0.6-0.7	646
0.7-0.8	108
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	0.7908	NPC315957
Intermediate Similarity	0.7826	NPC14651
Intermediate Similarity	0.7826	NPC121658
Intermediate Similarity	0.7819	NPC266551
Intermediate Similarity	0.779	NPC177404
Intermediate Similarity	0.7772	NPC476518
Intermediate Similarity	0.7735	NPC285635
Intermediate Similarity	0.7725	NPC219963
Intermediate Similarity	0.7668	NPC110741
Intermediate Similarity	0.7632	NPC161887
Intermediate Similarity	0.7576	NPC267928
Intermediate Similarity	0.7548	NPC274982
Intermediate Similarity	0.754	NPC258773
Intermediate Similarity	0.7539	NPC118776
Intermediate Similarity	0.7474	NPC283152
Intermediate Similarity	0.7461	NPC62069
Intermediate Similarity	0.7448	NPC470474
Intermediate Similarity	0.7437	NPC251090
Intermediate Similarity	0.7436	NPC66083
Intermediate Similarity	0.7426	NPC232727
Intermediate Similarity	0.7423	NPC20249
Intermediate Similarity	0.7407	NPC111624
Intermediate Similarity	0.7405	NPC48192
Intermediate Similarity	0.7376	NPC176538
Intermediate Similarity	0.7366	NPC470164
Intermediate Similarity	0.7366	NPC323345
Intermediate Similarity	0.7363	NPC36168
Intermediate Similarity	0.7358	NPC193267
Intermediate Similarity	0.7358	NPC213530
Intermediate Similarity	0.7351	NPC25899
Intermediate Similarity	0.7347	NPC74382
Intermediate Similarity	0.7347	NPC206251
Intermediate Similarity	0.7343	NPC174672
Intermediate Similarity	0.7337	NPC289786
Intermediate Similarity	0.7337	NPC307963
Intermediate Similarity	0.7337	NPC226202
Intermediate Similarity	0.733	NPC288943
Intermediate Similarity	0.7317	NPC118832
Intermediate Similarity	0.7317	NPC165349
Intermediate Similarity	0.7317	NPC47059
Intermediate Similarity	0.7317	NPC329708
Intermediate Similarity	0.7317	NPC264166
Intermediate Similarity	0.7317	NPC274291
Intermediate Similarity	0.7313	NPC224928
Intermediate Similarity	0.7306	NPC168486
Intermediate Similarity	0.7306	NPC222592
Intermediate Similarity	0.7291	NPC121772
Intermediate Similarity	0.7286	NPC133140
Intermediate Similarity	0.7286	NPC195268
Intermediate Similarity	0.7277	NPC95898
Intermediate Similarity	0.7273	NPC263439
Intermediate Similarity	0.7264	NPC13880
Intermediate Similarity	0.726	NPC174758
Intermediate Similarity	0.7249	NPC1527
Intermediate Similarity	0.7238	NPC112206
Intermediate Similarity	0.7238	NPC316981
Intermediate Similarity	0.7238	NPC202605
Intermediate Similarity	0.723	NPC173080
Intermediate Similarity	0.723	NPC473822
Intermediate Similarity	0.7225	NPC85273
Intermediate Similarity	0.7222	NPC296527
Intermediate Similarity	0.7212	NPC82548
Intermediate Similarity	0.7209	NPC60621
Intermediate Similarity	0.7209	NPC310118
Intermediate Similarity	0.7202	NPC110151
Intermediate Similarity	0.7198	NPC472111
Intermediate Similarity	0.7186	NPC76748
Intermediate Similarity	0.7177	NPC469589
Intermediate Similarity	0.7174	NPC26872
Intermediate Similarity	0.7164	NPC279401
Intermediate Similarity	0.7164	NPC79293
Intermediate Similarity	0.715	NPC36229
Intermediate Similarity	0.715	NPC16452
Intermediate Similarity	0.715	NPC285558
Intermediate Similarity	0.715	NPC92111
Intermediate Similarity	0.715	NPC476581
Intermediate Similarity	0.7143	NPC471178
Intermediate Similarity	0.7143	NPC167860
Intermediate Similarity	0.7143	NPC123976
Intermediate Similarity	0.7135	NPC63562
Intermediate Similarity	0.7122	NPC19872
Intermediate Similarity	0.7116	NPC17565
Intermediate Similarity	0.7094	NPC473053
Intermediate Similarity	0.7087	NPC470586
Intermediate Similarity	0.7085	NPC46580
Intermediate Similarity	0.7081	NPC193238
Intermediate Similarity	0.7074	NPC324203
Intermediate Similarity	0.7074	NPC63338
Intermediate Similarity	0.7074	NPC322976
Intermediate Similarity	0.7073	NPC476582
Intermediate Similarity	0.7073	NPC476578
Intermediate Similarity	0.7073	NPC287437
Intermediate Similarity	0.7073	NPC4071
Intermediate Similarity	0.7062	NPC290689
Intermediate Similarity	0.7062	NPC11464
Intermediate Similarity	0.7059	NPC26850
Intermediate Similarity	0.7059	NPC269919
Intermediate Similarity	0.7059	NPC132680
Intermediate Similarity	0.7056	NPC8022
Intermediate Similarity	0.7056	NPC470799
Intermediate Similarity	0.7042	NPC162530
Intermediate Similarity	0.7042	NPC266931
Intermediate Similarity	0.7026	NPC96890
Intermediate Similarity	0.7023	NPC473513
Intermediate Similarity	0.7019	NPC200836
Intermediate Similarity	0.7005	NPC31930
Intermediate Similarity	0.7	NPC473057
Intermediate Similarity	0.7	NPC211187
Remote Similarity	0.6986	NPC65277
Remote Similarity	0.6985	NPC314002
Remote Similarity	0.6985	NPC42591
Remote Similarity	0.6982	NPC469792
Remote Similarity	0.698	NPC469390
Remote Similarity	0.6978	NPC471323
Remote Similarity	0.6967	NPC287208
Remote Similarity	0.6965	NPC224327
Remote Similarity	0.6963	NPC469592
Remote Similarity	0.6963	NPC471080
Remote Similarity	0.6957	NPC477019
Remote Similarity	0.6957	NPC234197
Remote Similarity	0.6952	NPC471736
Remote Similarity	0.6951	NPC201508
Remote Similarity	0.695	NPC61350
Remote Similarity	0.6947	NPC471177
Remote Similarity	0.6947	NPC59779
Remote Similarity	0.6947	NPC79911
Remote Similarity	0.6947	NPC124542
Remote Similarity	0.6943	NPC256828
Remote Similarity	0.6938	NPC53144
Remote Similarity	0.6938	NPC475774
Remote Similarity	0.6938	NPC245816
Remote Similarity	0.6938	NPC476138
Remote Similarity	0.6935	NPC284559
Remote Similarity	0.6935	NPC204717
Remote Similarity	0.6935	NPC84478
Remote Similarity	0.6934	NPC185782
Remote Similarity	0.6931	NPC134079
Remote Similarity	0.693	NPC99891
Remote Similarity	0.6927	NPC194967
Remote Similarity	0.6916	NPC296482
Remote Similarity	0.6916	NPC53069
Remote Similarity	0.6916	NPC202768
Remote Similarity	0.6916	NPC26679
Remote Similarity	0.6912	NPC469594
Remote Similarity	0.6902	NPC161292
Remote Similarity	0.6902	NPC220523
Remote Similarity	0.6901	NPC5145
Remote Similarity	0.6898	NPC288349
Remote Similarity	0.6897	NPC212125
Remote Similarity	0.6895	NPC120798
Remote Similarity	0.689	NPC211813
Remote Similarity	0.6889	NPC96584
Remote Similarity	0.6889	NPC255800
Remote Similarity	0.6887	NPC475910
Remote Similarity	0.6887	NPC308392
Remote Similarity	0.6884	NPC176127
Remote Similarity	0.6884	NPC220765
Remote Similarity	0.6884	NPC476287
Remote Similarity	0.6881	NPC32771
Remote Similarity	0.6878	NPC326634
Remote Similarity	0.6869	NPC208284
Remote Similarity	0.6866	NPC314573
Remote Similarity	0.6866	NPC171171
Remote Similarity	0.6857	NPC223427
Remote Similarity	0.6856	NPC314940
Remote Similarity	0.6856	NPC473764
Remote Similarity	0.6853	NPC184964
Remote Similarity	0.6849	NPC128115
Remote Similarity	0.6849	NPC174049
Remote Similarity	0.6845	NPC242209
Remote Similarity	0.684	NPC313189
Remote Similarity	0.6837	NPC96405
Remote Similarity	0.6837	NPC171409
Remote Similarity	0.6835	NPC197141
Remote Similarity	0.6833	NPC122436
Remote Similarity	0.6829	NPC106937
Remote Similarity	0.6825	NPC475070
Remote Similarity	0.6823	NPC97367
Remote Similarity	0.682	NPC170114
Remote Similarity	0.681	NPC199277
Remote Similarity	0.681	NPC135887
Remote Similarity	0.68	NPC165370
Remote Similarity	0.6798	NPC472061
Remote Similarity	0.6792	NPC474145
Remote Similarity	0.6792	NPC475841
Remote Similarity	0.678	NPC99666
Remote Similarity	0.6774	NPC470549
Remote Similarity	0.6766	NPC320394
Remote Similarity	0.6761	NPC135549
Remote Similarity	0.6759	NPC264176
Remote Similarity	0.6759	NPC472098
Remote Similarity	0.6755	NPC153769
Remote Similarity	0.6754	NPC295228
Remote Similarity	0.6754	NPC470017
Remote Similarity	0.6753	NPC108469
Remote Similarity	0.6748	NPC329541
Remote Similarity	0.6736	NPC118511
Remote Similarity	0.6735	NPC252590
Remote Similarity	0.6734	NPC472168
Remote Similarity	0.6731	NPC70956

Drug Structure

NPD1622 OpenBabel08211701082D 23 24 0 0 0 0 0 0 0 0999 V2000 0.8660 3.5000 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 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -0.0000 2.0000 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 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 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 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 0.0000 -0.0000 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 -3.4641 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 10 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 12 1 0 0 0 0 7 13 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 11 2 0 0 0 0 9 16 1 0 0 0 0 10 16 2 0 0 0 0 11 15 1 0 0 0 0 12 22 1 0 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 3 0 0 0 15 19 1 0 0 0 0 18 20 2 0 0 0 0 18 21 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005741
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	301.11
ALogP	1.2166
MLogP	2.34
XLogP	3.709
HDA	3
HBD	1
Rotatable Bonds	9
TPSA	97.85
RO5 Violation	0