NPASS drugs

Drug Information

Drug ID:	NPD1864
Drug Name:
Molecular Formula:	C16H12Cl2N2O
Canonical SMILES:	Clc1ccc(cc1)C1=NCC(=O)N(c2c1cc(Cl)cc2)C
Standard InCHI:	InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-12(18)8-13(14)16(19-9-15(20)21)10-2-4-11(17)5-3-10/h2-8H,9H2,1H3
Standard InCHIKey:	PUMYFTJOWAJIKF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1864

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	4175
0.2-0.3	13559
0.3-0.4	8439
0.4-0.5	3005
0.5-0.6	1217
0.6-0.7	128
0.7-0.8	5
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	0.9769	NPC325599
Intermediate Similarity	0.806	NPC317564
Intermediate Similarity	0.7413	NPC476950
Intermediate Similarity	0.7194	NPC192209
Intermediate Similarity	0.7153	NPC187036
Intermediate Similarity	0.7153	NPC296163
Intermediate Similarity	0.7	NPC313352
Remote Similarity	0.6946	NPC116961
Remote Similarity	0.6839	NPC315348
Remote Similarity	0.6839	NPC32002
Remote Similarity	0.6835	NPC470440
Remote Similarity	0.6831	NPC313449
Remote Similarity	0.6829	NPC477591
Remote Similarity	0.6783	NPC228515
Remote Similarity	0.669	NPC288232
Remote Similarity	0.669	NPC316582
Remote Similarity	0.6667	NPC477887
Remote Similarity	0.6667	NPC302790
Remote Similarity	0.6645	NPC53044
Remote Similarity	0.6623	NPC9856
Remote Similarity	0.66	NPC469949
Remote Similarity	0.6585	NPC281094
Remote Similarity	0.6582	NPC238499
Remote Similarity	0.6558	NPC184437
Remote Similarity	0.6519	NPC471574
Remote Similarity	0.6516	NPC300299
Remote Similarity	0.6506	NPC476464
Remote Similarity	0.649	NPC478079
Remote Similarity	0.6481	NPC254798
Remote Similarity	0.6471	NPC291610
Remote Similarity	0.6424	NPC117032
Remote Similarity	0.6398	NPC136002
Remote Similarity	0.6386	NPC471132
Remote Similarity	0.6384	NPC314919
Remote Similarity	0.638	NPC478186
Remote Similarity	0.6369	NPC104345
Remote Similarity	0.6353	NPC194881
Remote Similarity	0.6327	NPC264580
Remote Similarity	0.6316	NPC478182
Remote Similarity	0.6312	NPC77294
Remote Similarity	0.6309	NPC257490
Remote Similarity	0.6286	NPC161861
Remote Similarity	0.6284	NPC226143
Remote Similarity	0.6279	NPC471130
Remote Similarity	0.6266	NPC198988
Remote Similarity	0.6264	NPC65080
Remote Similarity	0.6259	NPC148140
Remote Similarity	0.6257	NPC88970
Remote Similarity	0.6242	NPC316104
Remote Similarity	0.6242	NPC162417
Remote Similarity	0.6235	NPC293487
Remote Similarity	0.6235	NPC277157
Remote Similarity	0.6216	NPC316018
Remote Similarity	0.6216	NPC315617
Remote Similarity	0.6216	NPC81561
Remote Similarity	0.6216	NPC314058
Remote Similarity	0.6216	NPC316359
Remote Similarity	0.6216	NPC220698
Remote Similarity	0.6211	NPC2823
Remote Similarity	0.6211	NPC104483
Remote Similarity	0.6207	NPC314141
Remote Similarity	0.62	NPC475915
Remote Similarity	0.6199	NPC68650
Remote Similarity	0.619	NPC125416
Remote Similarity	0.6188	NPC469560
Remote Similarity	0.6188	NPC314102
Remote Similarity	0.6188	NPC251722
Remote Similarity	0.6188	NPC83214
Remote Similarity	0.6176	NPC299594
Remote Similarity	0.6174	NPC177684
Remote Similarity	0.6174	NPC54102
Remote Similarity	0.6174	NPC291962
Remote Similarity	0.6174	NPC162689
Remote Similarity	0.6168	NPC40070
Remote Similarity	0.6168	NPC66936
Remote Similarity	0.6164	NPC471123
Remote Similarity	0.6164	NPC267508
Remote Similarity	0.6149	NPC207554
Remote Similarity	0.6149	NPC478183
Remote Similarity	0.6145	NPC109787
Remote Similarity	0.6144	NPC122718
Remote Similarity	0.6136	NPC355
Remote Similarity	0.6133	NPC112373
Remote Similarity	0.6133	NPC83381
Remote Similarity	0.6133	NPC258531
Remote Similarity	0.6133	NPC161956
Remote Similarity	0.6127	NPC20322
Remote Similarity	0.6127	NPC478184
Remote Similarity	0.6125	NPC325252
Remote Similarity	0.6125	NPC122553
Remote Similarity	0.6115	NPC207428
Remote Similarity	0.6111	NPC22082
Remote Similarity	0.6111	NPC186284
Remote Similarity	0.6111	NPC470301
Remote Similarity	0.6111	NPC91179
Remote Similarity	0.6104	NPC250476
Remote Similarity	0.6098	NPC20144
Remote Similarity	0.6093	NPC215519
Remote Similarity	0.609	NPC78154
Remote Similarity	0.609	NPC187231
Remote Similarity	0.6089	NPC14325
Remote Similarity	0.6089	NPC28848
Remote Similarity	0.6087	NPC471312
Remote Similarity	0.6085	NPC134657
Remote Similarity	0.6084	NPC164802
Remote Similarity	0.608	NPC91895
Remote Similarity	0.6071	NPC471310
Remote Similarity	0.6069	NPC289776
Remote Similarity	0.6069	NPC191863
Remote Similarity	0.6069	NPC133470
Remote Similarity	0.6069	NPC478185
Remote Similarity	0.6066	NPC133003
Remote Similarity	0.6057	NPC56233
Remote Similarity	0.6056	NPC11126
Remote Similarity	0.6049	NPC130251
Remote Similarity	0.6047	NPC276085
Remote Similarity	0.6044	NPC471785
Remote Similarity	0.6044	NPC471609
Remote Similarity	0.6037	NPC473868
Remote Similarity	0.6037	NPC63157
Remote Similarity	0.6034	NPC271734
Remote Similarity	0.6034	NPC271797
Remote Similarity	0.6034	NPC21174
Remote Similarity	0.6033	NPC94752
Remote Similarity	0.6026	NPC150863
Remote Similarity	0.6013	NPC22079
Remote Similarity	0.6013	NPC476689
Remote Similarity	0.6013	NPC476687
Remote Similarity	0.6013	NPC476685
Remote Similarity	0.6012	NPC88097
Remote Similarity	0.6012	NPC471164
Remote Similarity	0.6012	NPC301760
Remote Similarity	0.6011	NPC228835
Remote Similarity	0.6	NPC320656
Remote Similarity	0.6	NPC200214
Remote Similarity	0.5989	NPC32534
Remote Similarity	0.5988	NPC150259
Remote Similarity	0.5988	NPC222029
Remote Similarity	0.5988	NPC65408
Remote Similarity	0.5986	NPC473418
Remote Similarity	0.5978	NPC469529
Remote Similarity	0.5977	NPC476231
Remote Similarity	0.5976	NPC59084
Remote Similarity	0.5976	NPC2949
Remote Similarity	0.5974	NPC46358
Remote Similarity	0.5973	NPC470544
Remote Similarity	0.5971	NPC75496
Remote Similarity	0.5956	NPC470205
Remote Similarity	0.5951	NPC315051
Remote Similarity	0.5949	NPC231382
Remote Similarity	0.5946	NPC135601
Remote Similarity	0.5946	NPC17273
Remote Similarity	0.5946	NPC141612
Remote Similarity	0.5942	NPC472258
Remote Similarity	0.5934	NPC16659
Remote Similarity	0.5933	NPC470545
Remote Similarity	0.593	NPC115049
Remote Similarity	0.5929	NPC326792
Remote Similarity	0.5926	NPC218268
Remote Similarity	0.5924	NPC470003
Remote Similarity	0.5924	NPC21429
Remote Similarity	0.592	NPC255229
Remote Similarity	0.592	NPC81229
Remote Similarity	0.5915	NPC275467
Remote Similarity	0.5912	NPC240088
Remote Similarity	0.5912	NPC473380
Remote Similarity	0.5906	NPC295021
Remote Similarity	0.5904	NPC190296
Remote Similarity	0.5904	NPC477890
Remote Similarity	0.5903	NPC79618
Remote Similarity	0.5897	NPC252794
Remote Similarity	0.5894	NPC470546
Remote Similarity	0.5893	NPC212799
Remote Similarity	0.5889	NPC469938
Remote Similarity	0.5886	NPC280807
Remote Similarity	0.5886	NPC472245
Remote Similarity	0.5886	NPC314431
Remote Similarity	0.5879	NPC12649
Remote Similarity	0.5879	NPC115611
Remote Similarity	0.5879	NPC248462
Remote Similarity	0.5879	NPC265710
Remote Similarity	0.5876	NPC470509
Remote Similarity	0.5876	NPC114637
Remote Similarity	0.5875	NPC256893
Remote Similarity	0.5875	NPC475450
Remote Similarity	0.5874	NPC474559
Remote Similarity	0.5872	NPC476297
Remote Similarity	0.5867	NPC313673
Remote Similarity	0.5867	NPC147957
Remote Similarity	0.586	NPC145754
Remote Similarity	0.586	NPC250361
Remote Similarity	0.586	NPC311858
Remote Similarity	0.5858	NPC21605
Remote Similarity	0.5858	NPC470111
Remote Similarity	0.5852	NPC189116
Remote Similarity	0.5852	NPC162799
Remote Similarity	0.5851	NPC324091
Remote Similarity	0.5849	NPC473587
Remote Similarity	0.5846	NPC471617
Remote Similarity	0.5844	NPC268534

Drug Structure

NPD1864 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 -3.2191 0.2602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3894 2.9972 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 4.1906 0.0000 Cl 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 -2.2219 0.3349 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 -1.3574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 11 2 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 14 1 0 0 0 0 8 12 2 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 18 1 0 0 0 0 13 14 2 0 0 0 0 13 16 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 15 21 2 0 0 0 0 16 19 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001221
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	1688
ChEBI
CAS Number

Drug Properties

Molecular Weight	318.03
ALogP	0.6487
MLogP	2.67
XLogP	3.315
HDA	3
HBD	0
Rotatable Bonds	4
TPSA	32.67
RO5 Violation	0