NPASS drugs

Drug Information

Drug ID:	NPD3779
Drug Name:
Molecular Formula:	C20H16BCl2NO3
Canonical SMILES:	O=C(c1ncccc1O)OB(c1ccc(c(c1)Cl)C)c1ccc(c(c1)Cl)C
Standard InCHI:	InChI=1S/C20H16BCl2NO3/c1-12-5-7-14(10-16(12)22)21(15-8-6-13(2)17(23)11-15)27-20(26)19-18(25)4-3-9-24-19/h3-11,25H,1-2H3
Standard InCHIKey:	ZTLSOLUCMQEGEA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3779

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	306
0.1-0.2	2530
0.2-0.3	10027
0.3-0.4	5584
0.4-0.5	9784
0.5-0.6	1921
0.6-0.7	706
0.7-0.8	31
0.8-0.85	1
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	0.8235	NPC253810
Intermediate Similarity	0.7604	NPC41717
Intermediate Similarity	0.7413	NPC207851
Intermediate Similarity	0.7358	NPC472259
Intermediate Similarity	0.7352	NPC314270
Intermediate Similarity	0.735	NPC52831
Intermediate Similarity	0.735	NPC325705
Intermediate Similarity	0.7321	NPC186351
Intermediate Similarity	0.7318	NPC313804
Intermediate Similarity	0.7318	NPC315804
Intermediate Similarity	0.7295	NPC230403
Intermediate Similarity	0.726	NPC93390
Intermediate Similarity	0.7234	NPC302159
Intermediate Similarity	0.7233	NPC144381
Intermediate Similarity	0.721	NPC316224
Intermediate Similarity	0.7206	NPC295158
Intermediate Similarity	0.719	NPC473814
Intermediate Similarity	0.719	NPC90229
Intermediate Similarity	0.719	NPC78767
Intermediate Similarity	0.7143	NPC478141
Intermediate Similarity	0.7136	NPC36498
Intermediate Similarity	0.7136	NPC273532
Intermediate Similarity	0.7129	NPC473821
Intermediate Similarity	0.7109	NPC74153
Intermediate Similarity	0.7085	NPC473764
Intermediate Similarity	0.7085	NPC314940
Intermediate Similarity	0.7081	NPC56170
Intermediate Similarity	0.7056	NPC182222
Intermediate Similarity	0.7051	NPC316403
Intermediate Similarity	0.7046	NPC161801
Intermediate Similarity	0.7039	NPC241025
Intermediate Similarity	0.7016	NPC257142
Remote Similarity	0.6995	NPC472284
Remote Similarity	0.6991	NPC317572
Remote Similarity	0.6982	NPC237740
Remote Similarity	0.6978	NPC54066
Remote Similarity	0.6972	NPC193238
Remote Similarity	0.6965	NPC252590
Remote Similarity	0.6954	NPC322644
Remote Similarity	0.6944	NPC57398
Remote Similarity	0.6939	NPC132680
Remote Similarity	0.6939	NPC269919
Remote Similarity	0.6937	NPC250448
Remote Similarity	0.6934	NPC146724
Remote Similarity	0.692	NPC27041
Remote Similarity	0.6916	NPC216612
Remote Similarity	0.6907	NPC284348
Remote Similarity	0.6905	NPC3715
Remote Similarity	0.6897	NPC477516
Remote Similarity	0.6878	NPC309845
Remote Similarity	0.6875	NPC220523
Remote Similarity	0.6861	NPC236668
Remote Similarity	0.6853	NPC116573
Remote Similarity	0.6853	NPC477112
Remote Similarity	0.6851	NPC15801
Remote Similarity	0.685	NPC471178
Remote Similarity	0.6849	NPC472286
Remote Similarity	0.6849	NPC472287
Remote Similarity	0.6837	NPC63562
Remote Similarity	0.6834	NPC471177
Remote Similarity	0.6834	NPC59779
Remote Similarity	0.6834	NPC124542
Remote Similarity	0.683	NPC146976
Remote Similarity	0.6818	NPC113812
Remote Similarity	0.6814	NPC303225
Remote Similarity	0.68	NPC263439
Remote Similarity	0.68	NPC473057
Remote Similarity	0.6796	NPC164340
Remote Similarity	0.6787	NPC477111
Remote Similarity	0.6773	NPC175602
Remote Similarity	0.6759	NPC474916
Remote Similarity	0.6757	NPC61038
Remote Similarity	0.6755	NPC328029
Remote Similarity	0.6749	NPC315893
Remote Similarity	0.6749	NPC313587
Remote Similarity	0.6749	NPC316110
Remote Similarity	0.6746	NPC320394
Remote Similarity	0.6744	NPC109922
Remote Similarity	0.674	NPC197141
Remote Similarity	0.673	NPC206186
Remote Similarity	0.6728	NPC123395
Remote Similarity	0.6724	NPC192712
Remote Similarity	0.6724	NPC244536
Remote Similarity	0.672	NPC114310
Remote Similarity	0.6714	NPC114974
Remote Similarity	0.6712	NPC328318
Remote Similarity	0.6712	NPC328596
Remote Similarity	0.6709	NPC300114
Remote Similarity	0.6709	NPC315062
Remote Similarity	0.67	NPC324203
Remote Similarity	0.67	NPC322976
Remote Similarity	0.67	NPC44161
Remote Similarity	0.67	NPC63338
Remote Similarity	0.6698	NPC44354
Remote Similarity	0.6698	NPC135950
Remote Similarity	0.6698	NPC183805
Remote Similarity	0.6697	NPC315491
Remote Similarity	0.6697	NPC45459
Remote Similarity	0.6683	NPC477976
Remote Similarity	0.6683	NPC271792
Remote Similarity	0.6682	NPC194040
Remote Similarity	0.6681	NPC244897
Remote Similarity	0.6667	NPC110182
Remote Similarity	0.6667	NPC203635
Remote Similarity	0.6651	NPC103361
Remote Similarity	0.6649	NPC85443
Remote Similarity	0.6638	NPC267853
Remote Similarity	0.6638	NPC119006
Remote Similarity	0.6637	NPC207866
Remote Similarity	0.6637	NPC317752
Remote Similarity	0.6634	NPC211187
Remote Similarity	0.6632	NPC470404
Remote Similarity	0.6632	NPC470403
Remote Similarity	0.6632	NPC470394
Remote Similarity	0.6631	NPC174421
Remote Similarity	0.6624	NPC316411
Remote Similarity	0.6622	NPC317373
Remote Similarity	0.6622	NPC82370
Remote Similarity	0.6622	NPC477113
Remote Similarity	0.6621	NPC213308
Remote Similarity	0.6619	NPC243058
Remote Similarity	0.6616	NPC312860
Remote Similarity	0.661	NPC207686
Remote Similarity	0.6596	NPC322488
Remote Similarity	0.6595	NPC229893
Remote Similarity	0.6593	NPC318299
Remote Similarity	0.6591	NPC155792
Remote Similarity	0.6589	NPC469489
Remote Similarity	0.6588	NPC156059
Remote Similarity	0.6584	NPC199737
Remote Similarity	0.6579	NPC322064
Remote Similarity	0.6578	NPC470020
Remote Similarity	0.6577	NPC327592
Remote Similarity	0.6575	NPC476167
Remote Similarity	0.6574	NPC45850
Remote Similarity	0.657	NPC15406
Remote Similarity	0.6569	NPC477587
Remote Similarity	0.6569	NPC108469
Remote Similarity	0.6569	NPC177056
Remote Similarity	0.6569	NPC477589
Remote Similarity	0.6564	NPC470395
Remote Similarity	0.6564	NPC167400
Remote Similarity	0.656	NPC156704
Remote Similarity	0.6555	NPC149402
Remote Similarity	0.6553	NPC302647
Remote Similarity	0.6552	NPC210434
Remote Similarity	0.654	NPC279189
Remote Similarity	0.654	NPC200553
Remote Similarity	0.6535	NPC25899
Remote Similarity	0.6532	NPC476098
Remote Similarity	0.6531	NPC63971
Remote Similarity	0.6531	NPC91868
Remote Similarity	0.653	NPC192315
Remote Similarity	0.6528	NPC471448
Remote Similarity	0.6528	NPC318935
Remote Similarity	0.6527	NPC35042
Remote Similarity	0.6526	NPC90415
Remote Similarity	0.6526	NPC314573
Remote Similarity	0.6515	NPC477588
Remote Similarity	0.6515	NPC477590
Remote Similarity	0.6515	NPC477585
Remote Similarity	0.6515	NPC477586
Remote Similarity	0.6509	NPC473317
Remote Similarity	0.6507	NPC219848
Remote Similarity	0.6507	NPC157583
Remote Similarity	0.6505	NPC256828
Remote Similarity	0.65	NPC104712
Remote Similarity	0.65	NPC280714
Remote Similarity	0.65	NPC263455
Remote Similarity	0.6498	NPC260434
Remote Similarity	0.6495	NPC278434
Remote Similarity	0.6494	NPC74360
Remote Similarity	0.6494	NPC269270
Remote Similarity	0.6492	NPC29702
Remote Similarity	0.649	NPC469938
Remote Similarity	0.6489	NPC266249
Remote Similarity	0.6488	NPC210296
Remote Similarity	0.6488	NPC119134
Remote Similarity	0.6486	NPC211813
Remote Similarity	0.6479	NPC311282
Remote Similarity	0.6478	NPC183537
Remote Similarity	0.6478	NPC469727
Remote Similarity	0.6476	NPC256268
Remote Similarity	0.6473	NPC166722
Remote Similarity	0.6473	NPC249614
Remote Similarity	0.6468	NPC319232
Remote Similarity	0.6468	NPC24370
Remote Similarity	0.6466	NPC276657
Remote Similarity	0.6466	NPC14686
Remote Similarity	0.6463	NPC118228
Remote Similarity	0.6458	NPC471312
Remote Similarity	0.6458	NPC162002
Remote Similarity	0.6457	NPC200836
Remote Similarity	0.6456	NPC70949
Remote Similarity	0.6456	NPC24019
Remote Similarity	0.6453	NPC314633
Remote Similarity	0.6453	NPC322482
Remote Similarity	0.6452	NPC324149
Remote Similarity	0.6452	NPC469961
Remote Similarity	0.6452	NPC99666

Drug Structure

NPD3779 OpenBabel08211704332D 28 30 0 0 0 0 0 0 0 0999 V2000 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 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 -4.3301 1.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 -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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 B 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 13 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 18 1 0 0 0 0 5 7 2 0 0 0 0 5 12 1 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 24 2 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 16 2 0 0 0 0 13 17 2 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000047
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11704019
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.06
ALogP	2.2212
MLogP	2.89
XLogP	6.02
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	59.42
RO5 Violation	1