NPASS drugs

Drug Information

Drug ID:	NPD3221
Drug Name:
Molecular Formula:	C19H11BrF2N2O4
Canonical SMILES:	OC1=NC(=O)C2(C1)C(=O)N(Cc1ccc(cc1F)Br)C(=O)c1c2cc(F)cc1
Standard InCHI:	InChI=1S/C19H11BrF2N2O4/c20-10-2-1-9(14(22)5-10)8-24-16(26)12-4-3-11(21)6-13(12)19(18(24)28)7-15(25)23-17(19)27/h1-6H,7-8H2,(H,23,25,27)
Standard InCHIKey:	BMHZAHGTGIZZCT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3221

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	224
0.1-0.2	1106
0.2-0.3	4933
0.3-0.4	12768
0.4-0.5	10391
0.5-0.6	1440
0.6-0.7	28
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	0.6474	NPC27833
Remote Similarity	0.6339	NPC355
Remote Similarity	0.6273	NPC79698
Remote Similarity	0.6267	NPC55529
Remote Similarity	0.6258	NPC473322
Remote Similarity	0.6194	NPC33742
Remote Similarity	0.6178	NPC470545
Remote Similarity	0.6159	NPC111428
Remote Similarity	0.6154	NPC122553
Remote Similarity	0.6145	NPC473962
Remote Similarity	0.6139	NPC470546
Remote Similarity	0.6134	NPC471195
Remote Similarity	0.6134	NPC471196
Remote Similarity	0.6133	NPC73644
Remote Similarity	0.6129	NPC35850
Remote Similarity	0.6129	NPC276949
Remote Similarity	0.6115	NPC470544
Remote Similarity	0.6093	NPC45033
Remote Similarity	0.6084	NPC120251
Remote Similarity	0.6084	NPC126458
Remote Similarity	0.6084	NPC255447
Remote Similarity	0.6061	NPC472413
Remote Similarity	0.6047	NPC161069
Remote Similarity	0.6036	NPC473360
Remote Similarity	0.6026	NPC167336
Remote Similarity	0.6022	NPC211525
Remote Similarity	0.6022	NPC153694
Remote Similarity	0.6012	NPC285394
Remote Similarity	0.5989	NPC263709
Remote Similarity	0.5989	NPC148468
Remote Similarity	0.5989	NPC243673
Remote Similarity	0.5989	NPC97380
Remote Similarity	0.5989	NPC310403
Remote Similarity	0.5989	NPC63210
Remote Similarity	0.5988	NPC183722
Remote Similarity	0.5979	NPC475427
Remote Similarity	0.5978	NPC117032
Remote Similarity	0.5966	NPC246412
Remote Similarity	0.5964	NPC116057
Remote Similarity	0.5946	NPC470069
Remote Similarity	0.5946	NPC52059
Remote Similarity	0.5926	NPC71684
Remote Similarity	0.5926	NPC470548
Remote Similarity	0.5914	NPC278887
Remote Similarity	0.5912	NPC473297
Remote Similarity	0.5912	NPC315276
Remote Similarity	0.5912	NPC285926
Remote Similarity	0.5912	NPC14672
Remote Similarity	0.5912	NPC239357
Remote Similarity	0.5909	NPC138775
Remote Similarity	0.5906	NPC208725
Remote Similarity	0.5902	NPC154478
Remote Similarity	0.5894	NPC202613
Remote Similarity	0.5894	NPC471317
Remote Similarity	0.5892	NPC189116
Remote Similarity	0.5879	NPC84317
Remote Similarity	0.5879	NPC101719
Remote Similarity	0.5871	NPC471199
Remote Similarity	0.5868	NPC469666
Remote Similarity	0.5864	NPC200964
Remote Similarity	0.5858	NPC207428
Remote Similarity	0.585	NPC256452
Remote Similarity	0.5848	NPC300299
Remote Similarity	0.5838	NPC88970
Remote Similarity	0.5838	NPC471316
Remote Similarity	0.5838	NPC472121
Remote Similarity	0.5833	NPC200589
Remote Similarity	0.5833	NPC314431
Remote Similarity	0.5824	NPC161827
Remote Similarity	0.5821	NPC472539
Remote Similarity	0.5821	NPC470787
Remote Similarity	0.5821	NPC472540
Remote Similarity	0.582	NPC318183
Remote Similarity	0.5818	NPC22746
Remote Similarity	0.5818	NPC222466
Remote Similarity	0.5817	NPC473418
Remote Similarity	0.581	NPC237649
Remote Similarity	0.581	NPC300596
Remote Similarity	0.5806	NPC138293
Remote Similarity	0.5806	NPC113056
Remote Similarity	0.5805	NPC315051
Remote Similarity	0.5799	NPC316746
Remote Similarity	0.5792	NPC472541
Remote Similarity	0.5792	NPC472542
Remote Similarity	0.5789	NPC181138
Remote Similarity	0.5789	NPC21752
Remote Similarity	0.5789	NPC474473
Remote Similarity	0.5789	NPC298851
Remote Similarity	0.5789	NPC210415
Remote Similarity	0.5789	NPC276993
Remote Similarity	0.5789	NPC293255
Remote Similarity	0.5787	NPC324445
Remote Similarity	0.5783	NPC474926
Remote Similarity	0.5781	NPC256935
Remote Similarity	0.578	NPC316906
Remote Similarity	0.5779	NPC474973
Remote Similarity	0.5779	NPC130898
Remote Similarity	0.5779	NPC474804
Remote Similarity	0.5779	NPC471447
Remote Similarity	0.5775	NPC471130
Remote Similarity	0.5771	NPC471574
Remote Similarity	0.5765	NPC246913
Remote Similarity	0.5761	NPC104345
Remote Similarity	0.5759	NPC475594
Remote Similarity	0.5758	NPC6975
Remote Similarity	0.5754	NPC476444
Remote Similarity	0.5753	NPC472120
Remote Similarity	0.5753	NPC472101
Remote Similarity	0.5753	NPC472117
Remote Similarity	0.575	NPC188010
Remote Similarity	0.5747	NPC153007
Remote Similarity	0.5747	NPC469560
Remote Similarity	0.5735	NPC106118
Remote Similarity	0.5732	NPC319579
Remote Similarity	0.5731	NPC313663
Remote Similarity	0.5729	NPC475607
Remote Similarity	0.5723	NPC43755
Remote Similarity	0.5722	NPC135006
Remote Similarity	0.5722	NPC471997
Remote Similarity	0.5714	NPC143516
Remote Similarity	0.5714	NPC269398
Remote Similarity	0.5714	NPC243162
Remote Similarity	0.5714	NPC263493
Remote Similarity	0.5706	NPC209509
Remote Similarity	0.5699	NPC309531
Remote Similarity	0.5699	NPC315368
Remote Similarity	0.5699	NPC472102
Remote Similarity	0.5699	NPC474081
Remote Similarity	0.5698	NPC266425
Remote Similarity	0.5698	NPC478039
Remote Similarity	0.5692	NPC73555
Remote Similarity	0.5691	NPC472106
Remote Similarity	0.569	NPC132636
Remote Similarity	0.5683	NPC119669
Remote Similarity	0.5682	NPC316202
Remote Similarity	0.5682	NPC33011
Remote Similarity	0.5676	NPC471309
Remote Similarity	0.5676	NPC113946
Remote Similarity	0.5674	NPC136002
Remote Similarity	0.5673	NPC257390
Remote Similarity	0.567	NPC474041
Remote Similarity	0.567	NPC475761
Remote Similarity	0.5669	NPC158854
Remote Similarity	0.5668	NPC476750
Remote Similarity	0.5663	NPC175726
Remote Similarity	0.5663	NPC474082
Remote Similarity	0.5663	NPC159125
Remote Similarity	0.5661	NPC214960
Remote Similarity	0.5661	NPC279527
Remote Similarity	0.5659	NPC122590
Remote Similarity	0.5657	NPC239762
Remote Similarity	0.5657	NPC163392
Remote Similarity	0.5647	NPC179224
Remote Similarity	0.5645	NPC473003
Remote Similarity	0.5644	NPC220698
Remote Similarity	0.5642	NPC313850
Remote Similarity	0.5642	NPC125852
Remote Similarity	0.5641	NPC222524
Remote Similarity	0.5636	NPC202521
Remote Similarity	0.5629	NPC317758
Remote Similarity	0.5628	NPC473815
Remote Similarity	0.5625	NPC234637
Remote Similarity	0.5625	NPC150712
Remote Similarity	0.5625	NPC207554
Remote Similarity	0.5625	NPC472243
Remote Similarity	0.5625	NPC130591
Remote Similarity	0.5621	NPC329375
Remote Similarity	0.5618	NPC5620
Remote Similarity	0.5618	NPC314287
Remote Similarity	0.5615	NPC225319
Remote Similarity	0.5615	NPC143457
Remote Similarity	0.5614	NPC130309
Remote Similarity	0.5612	NPC475962
Remote Similarity	0.5611	NPC470579
Remote Similarity	0.5607	NPC248283
Remote Similarity	0.5606	NPC133003
Remote Similarity	0.5604	NPC233702

Drug Structure

NPD3221 OpenBabel08211703112D 29 32 0 0 1 0 0 0 0 0999 V2000 -1.6796 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 2.9091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5654 0.3944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6796 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3591 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5193 2.4242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 1.4545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2143 -0.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7809 -0.9644 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -0.4848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6796 -0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.1989 1.4545 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.3591 2.9091 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 -1.4545 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.7294 -1.1660 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 4.1787 -0.2249 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8398 1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3397 -2.2621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8398 -1.4545 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7486 -1.0094 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 11 1 0 0 0 0 4 12 1 0 0 0 0 5 10 2 0 0 0 0 5 14 1 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 7 19 1 0 0 0 0 8 9 1 0 0 0 0 8 24 1 0 0 0 0 9 14 2 0 0 0 0 10 20 1 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 23 2 0 0 0 0 15 25 1 0 0 0 0 16 24 1 0 0 0 0 16 26 2 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 17 27 2 0 0 0 0 18 19 1 0 0 0 0 18 24 1 0 0 0 0 18 28 2 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC008399
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	190816
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.99
ALogP	-0.0848
MLogP	2.56
XLogP	3.158
HDA	6
HBD	1
Rotatable Bonds	6
TPSA	87.04
RO5 Violation	0