NPASS drugs

Drug Information

Drug ID:	NPD4347
Drug Name:
Molecular Formula:	C21H19ClN4O2
Canonical SMILES:	Clc1ccccc1n1[nH]c2c(c1=O)c(c1cccc(c1)N(C)C)n(c(=O)c2)C
Standard InCHI:	InChI=1S/C21H19ClN4O2/c1-24(2)14-8-6-7-13(11-14)20-19-16(12-18(27)25(20)3)23-26(21(19)28)17-10-5-4-9-15(17)22/h4-12,23H,1-3H3
Standard InCHIKey:	RGYQPQARIQKJKH-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4347

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	271
0.1-0.2	2833
0.2-0.3	11562
0.3-0.4	12145
0.4-0.5	3209
0.5-0.6	793
0.6-0.7	77
0.7-0.8	0
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
Remote Similarity	0.6923	NPC130251
Remote Similarity	0.6879	NPC301760
Remote Similarity	0.6731	NPC325599
Remote Similarity	0.671	NPC316104
Remote Similarity	0.671	NPC162417
Remote Similarity	0.6707	NPC477887
Remote Similarity	0.6691	NPC326792
Remote Similarity	0.6689	NPC257490
Remote Similarity	0.6643	NPC20322
Remote Similarity	0.6584	NPC469537
Remote Similarity	0.6566	NPC117032
Remote Similarity	0.6562	NPC471164
Remote Similarity	0.6562	NPC186284
Remote Similarity	0.6562	NPC22082
Remote Similarity	0.6561	NPC300299
Remote Similarity	0.6554	NPC177684
Remote Similarity	0.6554	NPC291962
Remote Similarity	0.6522	NPC291610
Remote Similarity	0.651	NPC161956
Remote Similarity	0.651	NPC112373
Remote Similarity	0.651	NPC258531
Remote Similarity	0.65	NPC207554
Remote Similarity	0.6497	NPC313352
Remote Similarity	0.6486	NPC228515
Remote Similarity	0.6438	NPC469560
Remote Similarity	0.6438	NPC83214
Remote Similarity	0.64	NPC179605
Remote Similarity	0.64	NPC279385
Remote Similarity	0.6387	NPC209389
Remote Similarity	0.6386	NPC109787
Remote Similarity	0.6377	NPC75496
Remote Similarity	0.6369	NPC207428
Remote Similarity	0.6358	NPC103292
Remote Similarity	0.6358	NPC2823
Remote Similarity	0.6343	NPC475248
Remote Similarity	0.6343	NPC63047
Remote Similarity	0.6341	NPC136002
Remote Similarity	0.6333	NPC226143
Remote Similarity	0.6331	NPC295021
Remote Similarity	0.6319	NPC238499
Remote Similarity	0.631	NPC243756
Remote Similarity	0.631	NPC154602
Remote Similarity	0.6309	NPC31651
Remote Similarity	0.6309	NPC313449
Remote Similarity	0.6306	NPC231382
Remote Similarity	0.6291	NPC316582
Remote Similarity	0.6275	NPC254698
Remote Similarity	0.6272	NPC122106
Remote Similarity	0.6272	NPC285381
Remote Similarity	0.6258	NPC471574
Remote Similarity	0.6258	NPC250476
Remote Similarity	0.6209	NPC39818
Remote Similarity	0.6196	NPC315051
Remote Similarity	0.6164	NPC53044
Remote Similarity	0.6154	NPC473329
Remote Similarity	0.6149	NPC296163
Remote Similarity	0.6129	NPC192533
Remote Similarity	0.6111	NPC471123
Remote Similarity	0.6104	NPC268534
Remote Similarity	0.6098	NPC204156
Remote Similarity	0.6093	NPC192209
Remote Similarity	0.6092	NPC276085
Remote Similarity	0.6084	NPC308197
Remote Similarity	0.6069	NPC84317
Remote Similarity	0.6067	NPC288232
Remote Similarity	0.6066	NPC286994
Remote Similarity	0.6047	NPC281094
Remote Similarity	0.604	NPC187036
Remote Similarity	0.6039	NPC475915
Remote Similarity	0.6038	NPC187231
Remote Similarity	0.6034	NPC123241
Remote Similarity	0.6023	NPC293458
Remote Similarity	0.6023	NPC469741
Remote Similarity	0.6013	NPC469949
Remote Similarity	0.6011	NPC214960
Remote Similarity	0.6011	NPC279527
Remote Similarity	0.6	NPC154478
Remote Similarity	0.5988	NPC277157
Remote Similarity	0.5977	NPC469536
Remote Similarity	0.5976	NPC122553
Remote Similarity	0.5976	NPC324445
Remote Similarity	0.5964	NPC470301
Remote Similarity	0.5959	NPC434
Remote Similarity	0.5959	NPC134657
Remote Similarity	0.5959	NPC79618
Remote Similarity	0.5943	NPC104345
Remote Similarity	0.5943	NPC222029
Remote Similarity	0.5938	NPC472245
Remote Similarity	0.5936	NPC316141
Remote Similarity	0.5933	NPC57051
Remote Similarity	0.5932	NPC472117
Remote Similarity	0.593	NPC66936
Remote Similarity	0.5921	NPC125416
Remote Similarity	0.5915	NPC267508
Remote Similarity	0.5912	NPC145754
Remote Similarity	0.5912	NPC476950
Remote Similarity	0.5912	NPC355
Remote Similarity	0.5906	NPC242000
Remote Similarity	0.5887	NPC472258
Remote Similarity	0.5879	NPC473743
Remote Similarity	0.5876	NPC472102
Remote Similarity	0.5876	NPC68650
Remote Similarity	0.5876	NPC309531
Remote Similarity	0.5856	NPC471943
Remote Similarity	0.5852	NPC61013
Remote Similarity	0.5852	NPC113946
Remote Similarity	0.5851	NPC133003
Remote Similarity	0.5849	NPC322433
Remote Similarity	0.5848	NPC212799
Remote Similarity	0.5838	NPC475094
Remote Similarity	0.5833	NPC471663
Remote Similarity	0.5819	NPC36495
Remote Similarity	0.5819	NPC193410
Remote Similarity	0.5815	NPC475607
Remote Similarity	0.5813	NPC478079
Remote Similarity	0.5811	NPC164802
Remote Similarity	0.5811	NPC77294
Remote Similarity	0.581	NPC478184
Remote Similarity	0.5806	NPC70092
Remote Similarity	0.5798	NPC21429
Remote Similarity	0.5795	NPC36836
Remote Similarity	0.5795	NPC63370
Remote Similarity	0.5792	NPC242269
Remote Similarity	0.5789	NPC470440
Remote Similarity	0.5787	NPC248117
Remote Similarity	0.5787	NPC225319
Remote Similarity	0.5786	NPC470343
Remote Similarity	0.5786	NPC472244
Remote Similarity	0.5784	NPC474081
Remote Similarity	0.5784	NPC28848
Remote Similarity	0.5784	NPC14325
Remote Similarity	0.5782	NPC473498
Remote Similarity	0.578	NPC144691
Remote Similarity	0.5778	NPC471130
Remote Similarity	0.5776	NPC150863
Remote Similarity	0.5769	NPC65080
Remote Similarity	0.5761	NPC475594
Remote Similarity	0.5761	NPC470548
Remote Similarity	0.5756	NPC478186
Remote Similarity	0.5754	NPC472101
Remote Similarity	0.5754	NPC472120
Remote Similarity	0.5754	NPC282339
Remote Similarity	0.5754	NPC99632
Remote Similarity	0.5754	NPC88970
Remote Similarity	0.575	NPC252794
Remote Similarity	0.5742	NPC220698
Remote Similarity	0.5741	NPC194562
Remote Similarity	0.5741	NPC9856
Remote Similarity	0.5741	NPC280807
Remote Similarity	0.5741	NPC314431
Remote Similarity	0.5737	NPC141612
Remote Similarity	0.5737	NPC17273
Remote Similarity	0.5737	NPC135601
Remote Similarity	0.5737	NPC473615
Remote Similarity	0.5736	NPC106118
Remote Similarity	0.5723	NPC237649
Remote Similarity	0.5723	NPC300596
Remote Similarity	0.5722	NPC113056
Remote Similarity	0.5722	NPC478182
Remote Similarity	0.5722	NPC138293
Remote Similarity	0.5714	NPC2933
Remote Similarity	0.5714	NPC224970
Remote Similarity	0.5714	NPC473418
Remote Similarity	0.5714	NPC223595
Remote Similarity	0.5714	NPC167724
Remote Similarity	0.5707	NPC229484
Remote Similarity	0.5707	NPC177261
Remote Similarity	0.5705	NPC302790
Remote Similarity	0.5699	NPC14849
Remote Similarity	0.5698	NPC264589
Remote Similarity	0.5698	NPC27904
Remote Similarity	0.5697	NPC184437
Remote Similarity	0.5691	NPC472106
Remote Similarity	0.5684	NPC259626
Remote Similarity	0.5684	NPC307396
Remote Similarity	0.5683	NPC472118
Remote Similarity	0.5683	NPC116961
Remote Similarity	0.5677	NPC292675
Remote Similarity	0.5676	NPC469529
Remote Similarity	0.5674	NPC474974
Remote Similarity	0.5669	NPC317564
Remote Similarity	0.5668	NPC474041
Remote Similarity	0.5668	NPC475761
Remote Similarity	0.5663	NPC470787
Remote Similarity	0.5663	NPC472540
Remote Similarity	0.5663	NPC472539
Remote Similarity	0.5661	NPC256288
Remote Similarity	0.5646	NPC275467
Remote Similarity	0.5645	NPC471743
Remote Similarity	0.5644	NPC473417
Remote Similarity	0.5641	NPC264580
Remote Similarity	0.5638	NPC172170
Remote Similarity	0.5638	NPC55529
Remote Similarity	0.5635	NPC472541
Remote Similarity	0.5635	NPC189116
Remote Similarity	0.5635	NPC472542
Remote Similarity	0.5634	NPC256452
Remote Similarity	0.5632	NPC470003
Remote Similarity	0.5622	NPC307640
Remote Similarity	0.5622	NPC161861

Drug Structure

NPD4347 OpenBabel08211705262D 29 32 0 0 0 0 0 0 0 0999 V2000 6.3986 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5326 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8005 -0.4173 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6665 0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8005 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6665 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 1.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5326 1.5827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 2.5827 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 1.2024 4.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6637 -0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3849 1.1215 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 2 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 15 2 0 0 0 0 10 17 2 0 0 0 0 11 13 2 0 0 0 0 11 14 1 0 0 0 0 12 16 2 0 0 0 0 12 18 1 0 0 0 0 13 20 1 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 26 1 0 0 0 0 18 25 1 0 0 0 0 18 27 2 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 21 28 2 0 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002119
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	58496428
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.12
ALogP	-0.8859
MLogP	3
XLogP	4.125
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	55.89
RO5 Violation	0