NPASS drugs

Drug Information

Drug ID:	NPD1861
Drug Name:	Nuclear importation inhibition compounds (HIV-1), Presidio
Molecular Formula:	C16H11F3N2O3
Canonical SMILES:	COc1ccccc1c1noc(=O)n1c1cccc(c1)C(F)(F)F
Standard InCHI:	InChI=1S/C16H11F3N2O3/c1-23-13-8-3-2-7-12(13)14-20-24-15(22)21(14)11-6-4-5-10(9-11)16(17,18)19/h2-9H,1H3
Standard InCHIKey:	LQWTVDHYWXZDHM-UHFFFAOYSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1861

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	241
0.1-0.2	2347
0.2-0.3	9730
0.3-0.4	2401
0.4-0.5	12054
0.5-0.6	3850
0.6-0.7	265
0.7-0.8	2
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	0.7101	NPC315257
Intermediate Similarity	0.7035	NPC177404
Remote Similarity	0.6959	NPC26850
Remote Similarity	0.6882	NPC26872
Remote Similarity	0.6859	NPC250476
Remote Similarity	0.677	NPC184437
Remote Similarity	0.6702	NPC475411
Remote Similarity	0.6686	NPC471132
Remote Similarity	0.6684	NPC198401
Remote Similarity	0.6628	NPC13397
Remote Similarity	0.6628	NPC219383
Remote Similarity	0.6611	NPC85482
Remote Similarity	0.6593	NPC473432
Remote Similarity	0.6591	NPC93653
Remote Similarity	0.6585	NPC237227
Remote Similarity	0.6584	NPC231382
Remote Similarity	0.6576	NPC222592
Remote Similarity	0.6576	NPC168486
Remote Similarity	0.6538	NPC312872
Remote Similarity	0.6534	NPC301163
Remote Similarity	0.6527	NPC314113
Remote Similarity	0.6517	NPC292143
Remote Similarity	0.6517	NPC139506
Remote Similarity	0.6517	NPC118511
Remote Similarity	0.6497	NPC235628
Remote Similarity	0.6489	NPC204385
Remote Similarity	0.6486	NPC265383
Remote Similarity	0.6486	NPC70092
Remote Similarity	0.648	NPC299582
Remote Similarity	0.648	NPC24954
Remote Similarity	0.6474	NPC471593
Remote Similarity	0.6467	NPC9475
Remote Similarity	0.6467	NPC285941
Remote Similarity	0.6464	NPC477888
Remote Similarity	0.6461	NPC230942
Remote Similarity	0.6461	NPC315498
Remote Similarity	0.6452	NPC260118
Remote Similarity	0.6452	NPC206201
Remote Similarity	0.6447	NPC264782
Remote Similarity	0.6436	NPC249405
Remote Similarity	0.6417	NPC215747
Remote Similarity	0.6417	NPC311936
Remote Similarity	0.6417	NPC192939
Remote Similarity	0.641	NPC43275
Remote Similarity	0.6406	NPC79213
Remote Similarity	0.6393	NPC73280
Remote Similarity	0.6389	NPC70172
Remote Similarity	0.6389	NPC204179
Remote Similarity	0.6383	NPC119579
Remote Similarity	0.6383	NPC179704
Remote Similarity	0.6381	NPC471615
Remote Similarity	0.6378	NPC283152
Remote Similarity	0.6373	NPC471825
Remote Similarity	0.6364	NPC52801
Remote Similarity	0.6364	NPC288305
Remote Similarity	0.6354	NPC28510
Remote Similarity	0.6354	NPC314861
Remote Similarity	0.6352	NPC471314
Remote Similarity	0.6352	NPC471315
Remote Similarity	0.6349	NPC28425
Remote Similarity	0.6344	NPC472168
Remote Similarity	0.6341	NPC313466
Remote Similarity	0.6328	NPC10730
Remote Similarity	0.6328	NPC10875
Remote Similarity	0.6325	NPC29650
Remote Similarity	0.6316	NPC150308
Remote Similarity	0.6313	NPC306366
Remote Similarity	0.631	NPC85613
Remote Similarity	0.6302	NPC474059
Remote Similarity	0.6302	NPC296742
Remote Similarity	0.6296	NPC84478
Remote Similarity	0.6287	NPC138365
Remote Similarity	0.6283	NPC21425
Remote Similarity	0.6283	NPC69213
Remote Similarity	0.6282	NPC323948
Remote Similarity	0.6281	NPC295898
Remote Similarity	0.6278	NPC199737
Remote Similarity	0.6277	NPC190461
Remote Similarity	0.6276	NPC243834
Remote Similarity	0.6276	NPC70956
Remote Similarity	0.6269	NPC92803
Remote Similarity	0.6265	NPC266425
Remote Similarity	0.6264	NPC471652
Remote Similarity	0.6258	NPC288232
Remote Similarity	0.6257	NPC308197
Remote Similarity	0.6257	NPC168750
Remote Similarity	0.6257	NPC316161
Remote Similarity	0.6256	NPC131017
Remote Similarity	0.625	NPC224293
Remote Similarity	0.625	NPC471648
Remote Similarity	0.625	NPC310894
Remote Similarity	0.625	NPC18890
Remote Similarity	0.6244	NPC72211
Remote Similarity	0.6243	NPC9373
Remote Similarity	0.6243	NPC176127
Remote Similarity	0.6237	NPC473004
Remote Similarity	0.6237	NPC288943
Remote Similarity	0.6231	NPC470586
Remote Similarity	0.623	NPC33902
Remote Similarity	0.623	NPC276674
Remote Similarity	0.6224	NPC194967
Remote Similarity	0.6223	NPC287588
Remote Similarity	0.6223	NPC5167
Remote Similarity	0.6222	NPC231862
Remote Similarity	0.622	NPC471306
Remote Similarity	0.622	NPC226662
Remote Similarity	0.622	NPC471321
Remote Similarity	0.6219	NPC14339
Remote Similarity	0.6218	NPC312531
Remote Similarity	0.6218	NPC112676
Remote Similarity	0.6218	NPC174629
Remote Similarity	0.6218	NPC258992
Remote Similarity	0.6218	NPC473569
Remote Similarity	0.6214	NPC478074
Remote Similarity	0.6213	NPC476475
Remote Similarity	0.6211	NPC62069
Remote Similarity	0.6209	NPC471130
Remote Similarity	0.6201	NPC93593
Remote Similarity	0.6199	NPC476462
Remote Similarity	0.6198	NPC219170
Remote Similarity	0.6198	NPC180253
Remote Similarity	0.6196	NPC218323
Remote Similarity	0.6196	NPC476518
Remote Similarity	0.6195	NPC242923
Remote Similarity	0.6193	NPC314948
Remote Similarity	0.6193	NPC267928
Remote Similarity	0.619	NPC196708
Remote Similarity	0.6188	NPC191863
Remote Similarity	0.6188	NPC261388
Remote Similarity	0.6188	NPC289776
Remote Similarity	0.6188	NPC88970
Remote Similarity	0.6188	NPC133470
Remote Similarity	0.6181	NPC25897
Remote Similarity	0.6178	NPC42591
Remote Similarity	0.6178	NPC276060
Remote Similarity	0.6176	NPC204156
Remote Similarity	0.6176	NPC174672
Remote Similarity	0.6168	NPC187145
Remote Similarity	0.6164	NPC53596
Remote Similarity	0.6164	NPC41801
Remote Similarity	0.6164	NPC160120
Remote Similarity	0.6164	NPC289330
Remote Similarity	0.6164	NPC17388
Remote Similarity	0.6164	NPC471308
Remote Similarity	0.6162	NPC14651
Remote Similarity	0.6162	NPC121658
Remote Similarity	0.6159	NPC172403
Remote Similarity	0.6158	NPC193777
Remote Similarity	0.6158	NPC16249
Remote Similarity	0.6154	NPC141915
Remote Similarity	0.6154	NPC222982
Remote Similarity	0.6154	NPC114335
Remote Similarity	0.6154	NPC204970
Remote Similarity	0.6154	NPC280964
Remote Similarity	0.6154	NPC303370
Remote Similarity	0.6154	NPC166667
Remote Similarity	0.6145	NPC292003
Remote Similarity	0.6144	NPC226914
Remote Similarity	0.6142	NPC70259
Remote Similarity	0.6138	NPC283810
Remote Similarity	0.6135	NPC29477
Remote Similarity	0.6134	NPC474904
Remote Similarity	0.6133	NPC285635
Remote Similarity	0.6131	NPC18487
Remote Similarity	0.6127	NPC260601
Remote Similarity	0.6122	NPC302001
Remote Similarity	0.6122	NPC475190
Remote Similarity	0.6122	NPC203972
Remote Similarity	0.6118	NPC309982
Remote Similarity	0.6117	NPC228040
Remote Similarity	0.6115	NPC147957
Remote Similarity	0.6114	NPC128115
Remote Similarity	0.6114	NPC232872
Remote Similarity	0.6114	NPC66083
Remote Similarity	0.6111	NPC478049
Remote Similarity	0.6111	NPC472191
Remote Similarity	0.6111	NPC328267
Remote Similarity	0.6105	NPC477891
Remote Similarity	0.6105	NPC474798
Remote Similarity	0.6105	NPC28368
Remote Similarity	0.6103	NPC1820
Remote Similarity	0.6103	NPC22476
Remote Similarity	0.61	NPC329747
Remote Similarity	0.6099	NPC57105
Remote Similarity	0.6099	NPC257763
Remote Similarity	0.6091	NPC43787
Remote Similarity	0.6091	NPC29472
Remote Similarity	0.6091	NPC205934
Remote Similarity	0.6091	NPC243626
Remote Similarity	0.6091	NPC280638
Remote Similarity	0.6091	NPC230313
Remote Similarity	0.6089	NPC162484
Remote Similarity	0.6085	NPC287152
Remote Similarity	0.6082	NPC22928
Remote Similarity	0.6082	NPC242928
Remote Similarity	0.6082	NPC320088
Remote Similarity	0.608	NPC242000
Remote Similarity	0.608	NPC193906
Remote Similarity	0.608	NPC23080
Remote Similarity	0.6077	NPC148183

Drug Structure

NPD1861 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 1.5251 1.2491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4965 4.2346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4546 4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1977 3.8745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 2.8963 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 5.0685 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.8147 4.2024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 4.7024 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7330 2.2272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 2 0 0 0 0 8 13 2 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 13 1 0 0 0 0 12 14 1 0 0 0 0 13 23 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 21 1 0 0 0 0 15 22 2 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 18 1 0 0 0 0 16 19 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004405
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	336.07
ALogP	0.997
MLogP	2.34
XLogP	5.686
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	51.13
RO5 Violation	1