NPASS drugs

Drug Information

Drug ID:	NPD4052
Drug Name:
Molecular Formula:	C20H24N6O3
Canonical SMILES:	COc1cc(OC)cc(c1)c1cc2cnc(=N)[nH]c2nc1N=C(NC(C)(C)C)O
Standard InCHI:	InChI=1S/C20H24N6O3/c1-20(2,3)26-19(27)25-17-15(8-12-10-22-18(21)24-16(12)23-17)11-6-13(28-4)9-14(7-11)29-5/h6-10H,1-5H3,(H4,21,22,23,24,25,26,27)
Standard InCHIKey:	NHJSWORVNIOXIT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4052

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	360
0.1-0.2	2128
0.2-0.3	10269
0.3-0.4	2951
0.4-0.5	11028
0.5-0.6	3586
0.6-0.7	555
0.7-0.8	13
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	0.7327	NPC224928
Intermediate Similarity	0.731	NPC61350
Intermediate Similarity	0.725	NPC469390
Intermediate Similarity	0.7192	NPC473053
Intermediate Similarity	0.7157	NPC176127
Intermediate Similarity	0.7143	NPC476465
Intermediate Similarity	0.7143	NPC177404
Intermediate Similarity	0.7115	NPC469440
Intermediate Similarity	0.7107	NPC470474
Intermediate Similarity	0.7094	NPC307963
Intermediate Similarity	0.701	NPC289786
Intermediate Similarity	0.7	NPC137929
Intermediate Similarity	0.7	NPC164374
Remote Similarity	0.6961	NPC133140
Remote Similarity	0.6961	NPC280964
Remote Similarity	0.6961	NPC141915
Remote Similarity	0.6961	NPC114335
Remote Similarity	0.6961	NPC195268
Remote Similarity	0.695	NPC62069
Remote Similarity	0.695	NPC84478
Remote Similarity	0.6946	NPC76748
Remote Similarity	0.6931	NPC66083
Remote Similarity	0.6927	NPC473822
Remote Similarity	0.6919	NPC47059
Remote Similarity	0.6919	NPC329708
Remote Similarity	0.6919	NPC165349
Remote Similarity	0.6919	NPC118832
Remote Similarity	0.6919	NPC285558
Remote Similarity	0.6919	NPC264166
Remote Similarity	0.6919	NPC274291
Remote Similarity	0.6912	NPC92111
Remote Similarity	0.6897	NPC296527
Remote Similarity	0.689	NPC329793
Remote Similarity	0.6887	NPC472111
Remote Similarity	0.6878	NPC122463
Remote Similarity	0.6872	NPC223427
Remote Similarity	0.6869	NPC283152
Remote Similarity	0.6864	NPC174049
Remote Similarity	0.686	NPC251090
Remote Similarity	0.6853	NPC312872
Remote Similarity	0.6847	NPC130570
Remote Similarity	0.6825	NPC26872
Remote Similarity	0.6825	NPC66815
Remote Similarity	0.6818	NPC288943
Remote Similarity	0.681	NPC176538
Remote Similarity	0.6806	NPC26850
Remote Similarity	0.6798	NPC208898
Remote Similarity	0.6774	NPC26679
Remote Similarity	0.6763	NPC279401
Remote Similarity	0.6763	NPC79293
Remote Similarity	0.6762	NPC476578
Remote Similarity	0.6762	NPC4071
Remote Similarity	0.6762	NPC476582
Remote Similarity	0.6756	NPC157931
Remote Similarity	0.6749	NPC42591
Remote Similarity	0.6744	NPC475910
Remote Similarity	0.6743	NPC478074
Remote Similarity	0.6741	NPC35761
Remote Similarity	0.674	NPC201508
Remote Similarity	0.673	NPC329747
Remote Similarity	0.673	NPC315957
Remote Similarity	0.6728	NPC208284
Remote Similarity	0.6716	NPC222592
Remote Similarity	0.6716	NPC168486
Remote Similarity	0.6713	NPC185782
Remote Similarity	0.6698	NPC31930
Remote Similarity	0.6684	NPC108469
Remote Similarity	0.6682	NPC8022
Remote Similarity	0.6682	NPC471304
Remote Similarity	0.6682	NPC470799
Remote Similarity	0.6681	NPC96584
Remote Similarity	0.6681	NPC255800
Remote Similarity	0.6667	NPC266931
Remote Similarity	0.6667	NPC136924
Remote Similarity	0.6667	NPC118511
Remote Similarity	0.6652	NPC237978
Remote Similarity	0.6651	NPC477019
Remote Similarity	0.6638	NPC11408
Remote Similarity	0.6636	NPC475774
Remote Similarity	0.6635	NPC127085
Remote Similarity	0.6633	NPC471178
Remote Similarity	0.6623	NPC469792
Remote Similarity	0.6622	NPC469594
Remote Similarity	0.6621	NPC471603
Remote Similarity	0.662	NPC232727
Remote Similarity	0.6607	NPC310118
Remote Similarity	0.6605	NPC476581
Remote Similarity	0.6605	NPC36229
Remote Similarity	0.6605	NPC16452
Remote Similarity	0.6604	NPC287437
Remote Similarity	0.6601	NPC474798
Remote Similarity	0.6597	NPC51854
Remote Similarity	0.6594	NPC160666
Remote Similarity	0.6592	NPC308906
Remote Similarity	0.6591	NPC469592
Remote Similarity	0.6591	NPC471080
Remote Similarity	0.6591	NPC162530
Remote Similarity	0.659	NPC82548
Remote Similarity	0.6588	NPC243834
Remote Similarity	0.6588	NPC70956
Remote Similarity	0.6583	NPC85482
Remote Similarity	0.6582	NPC473057
Remote Similarity	0.6581	NPC217554
Remote Similarity	0.6579	NPC471762
Remote Similarity	0.6579	NPC476997
Remote Similarity	0.6579	NPC476994
Remote Similarity	0.6578	NPC46970
Remote Similarity	0.6575	NPC242923
Remote Similarity	0.6565	NPC469554
Remote Similarity	0.6562	NPC469439
Remote Similarity	0.6558	NPC476138
Remote Similarity	0.6558	NPC245816
Remote Similarity	0.6558	NPC162484
Remote Similarity	0.6557	NPC72211
Remote Similarity	0.6555	NPC9729
Remote Similarity	0.6555	NPC259350
Remote Similarity	0.6555	NPC223236
Remote Similarity	0.6553	NPC204385
Remote Similarity	0.655	NPC476998
Remote Similarity	0.655	NPC259545
Remote Similarity	0.655	NPC476996
Remote Similarity	0.6545	NPC112206
Remote Similarity	0.6545	NPC202605
Remote Similarity	0.6545	NPC316981
Remote Similarity	0.6544	NPC193238
Remote Similarity	0.6544	NPC313189
Remote Similarity	0.654	NPC242209
Remote Similarity	0.6535	NPC257851
Remote Similarity	0.653	NPC11464
Remote Similarity	0.653	NPC167860
Remote Similarity	0.653	NPC123976
Remote Similarity	0.653	NPC219664
Remote Similarity	0.653	NPC290689
Remote Similarity	0.6528	NPC210256
Remote Similarity	0.6526	NPC128823
Remote Similarity	0.6524	NPC476565
Remote Similarity	0.652	NPC206201
Remote Similarity	0.652	NPC144114
Remote Similarity	0.6518	NPC213530
Remote Similarity	0.6518	NPC193267
Remote Similarity	0.6512	NPC475085
Remote Similarity	0.6512	NPC291535
Remote Similarity	0.6512	NPC475112
Remote Similarity	0.6505	NPC314002
Remote Similarity	0.6504	NPC280272
Remote Similarity	0.6502	NPC232340
Remote Similarity	0.6502	NPC72980
Remote Similarity	0.65	NPC56271
Remote Similarity	0.6498	NPC284141
Remote Similarity	0.6498	NPC304183
Remote Similarity	0.6498	NPC323345
Remote Similarity	0.6498	NPC470164
Remote Similarity	0.6498	NPC261388
Remote Similarity	0.6496	NPC30540
Remote Similarity	0.6495	NPC249040
Remote Similarity	0.6495	NPC234197
Remote Similarity	0.6494	NPC475720
Remote Similarity	0.6494	NPC474192
Remote Similarity	0.6494	NPC101543
Remote Similarity	0.6493	NPC131017
Remote Similarity	0.649	NPC242928
Remote Similarity	0.649	NPC230805
Remote Similarity	0.6476	NPC99666
Remote Similarity	0.6473	NPC171171
Remote Similarity	0.6473	NPC96321
Remote Similarity	0.6471	NPC94157
Remote Similarity	0.6471	NPC203168
Remote Similarity	0.6468	NPC474595
Remote Similarity	0.6468	NPC193777
Remote Similarity	0.6465	NPC247251
Remote Similarity	0.6463	NPC110151
Remote Similarity	0.6463	NPC187145
Remote Similarity	0.6462	NPC70259
Remote Similarity	0.6462	NPC13880
Remote Similarity	0.6458	NPC472066
Remote Similarity	0.6458	NPC472031
Remote Similarity	0.6458	NPC472067
Remote Similarity	0.6456	NPC204717
Remote Similarity	0.6452	NPC470930
Remote Similarity	0.645	NPC223077
Remote Similarity	0.645	NPC193853
Remote Similarity	0.645	NPC56887
Remote Similarity	0.6447	NPC473449
Remote Similarity	0.6447	NPC47298
Remote Similarity	0.6447	NPC21638
Remote Similarity	0.6447	NPC315214
Remote Similarity	0.6447	NPC59779
Remote Similarity	0.6447	NPC7393
Remote Similarity	0.6447	NPC471177
Remote Similarity	0.6447	NPC124542
Remote Similarity	0.6444	NPC148409
Remote Similarity	0.6441	NPC474594
Remote Similarity	0.6435	NPC135887
Remote Similarity	0.6435	NPC66777
Remote Similarity	0.6435	NPC199277
Remote Similarity	0.6422	NPC476106
Remote Similarity	0.6422	NPC475841
Remote Similarity	0.6422	NPC474145
Remote Similarity	0.6419	NPC19872
Remote Similarity	0.6418	NPC476686

Drug Structure

NPD4052 OpenBabel08211704332D 33 35 0 0 0 0 0 0 0 0999 V2000 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 4.3301 1.5000 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 5.1962 3.0000 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 3.4641 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 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 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 2.5981 0.5000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 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 -0.8660 1.5000 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 N 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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 28 1 0 0 0 0 5 29 1 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 22 2 0 0 0 0 11 15 1 0 0 0 0 12 16 1 0 0 0 0 13 28 1 0 0 0 0 14 29 1 0 0 0 0 15 17 2 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 17 25 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 18 24 1 0 0 0 0 19 25 2 3 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 21 30 1 0 0 0 0 24 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000127; DNC001101
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5328127
ChEBI
CAS Number

Drug Properties

Molecular Weight	396.19
ALogP	0.2169
MLogP	2.67
XLogP	3.325
HDA	7
HBD	4
Rotatable Bonds	12
TPSA	124.21
RO5 Violation	0