NPASS drugs

Drug Information

Drug ID:	NPD4558
Drug Name:	Atevirdine Mesylate
Molecular Formula:	C21H25N5O2
Canonical SMILES:	CCNc1cccnc1N1CCN(CC1)C(=O)c1cc2c([nH]1)ccc(c2)OC
Standard InCHI:	InChI=1S/C21H25N5O2/c1-3-22-18-5-4-8-23-20(18)25-9-11-26(12-10-25)21(27)19-14-15-13-16(28-2)6-7-17(15)24-19/h4-8,13-14,22,24H,3,9-12H2,1-2H3
Standard InCHIKey:	UCPOMLWZWRTIAA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4558

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	507
0.1-0.2	3879
0.2-0.3	8863
0.3-0.4	9475
0.4-0.5	5122
0.5-0.6	1688
0.6-0.7	1117
0.7-0.8	236
0.8-0.85	3
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	0.8377	NPC157931
Intermediate Similarity	0.8035	NPC323969
Intermediate Similarity	0.8009	NPC122436
Intermediate Similarity	0.7983	NPC101350
Intermediate Similarity	0.7976	NPC74619
Intermediate Similarity	0.7958	NPC171393
Intermediate Similarity	0.7958	NPC295452
Intermediate Similarity	0.7949	NPC471762
Intermediate Similarity	0.7946	NPC82548
Intermediate Similarity	0.7941	NPC235685
Intermediate Similarity	0.7906	NPC257851
Intermediate Similarity	0.7899	NPC477549
Intermediate Similarity	0.7895	NPC53534
Intermediate Similarity	0.7873	NPC176538
Intermediate Similarity	0.783	NPC478078
Intermediate Similarity	0.7826	NPC305984
Intermediate Similarity	0.7822	NPC270918
Intermediate Similarity	0.7806	NPC260434
Intermediate Similarity	0.7802	NPC472099
Intermediate Similarity	0.7797	NPC66777
Intermediate Similarity	0.7778	NPC152620
Intermediate Similarity	0.7699	NPC207686
Intermediate Similarity	0.7692	NPC60621
Intermediate Similarity	0.7652	NPC118940
Intermediate Similarity	0.7647	NPC311906
Intermediate Similarity	0.7645	NPC15801
Intermediate Similarity	0.764	NPC303374
Intermediate Similarity	0.7632	NPC476465
Intermediate Similarity	0.7623	NPC148889
Intermediate Similarity	0.7591	NPC92111
Intermediate Similarity	0.7588	NPC321428
Intermediate Similarity	0.7581	NPC63971
Intermediate Similarity	0.7581	NPC91868
Intermediate Similarity	0.7573	NPC194740
Intermediate Similarity	0.7554	NPC148183
Intermediate Similarity	0.7554	NPC152768
Intermediate Similarity	0.7545	NPC76748
Intermediate Similarity	0.7544	NPC45190
Intermediate Similarity	0.7544	NPC300156
Intermediate Similarity	0.7523	NPC307963
Intermediate Similarity	0.7522	NPC174672
Intermediate Similarity	0.7522	NPC174758
Intermediate Similarity	0.75	NPC296527
Intermediate Similarity	0.7489	NPC167860
Intermediate Similarity	0.7489	NPC471304
Intermediate Similarity	0.7489	NPC123976
Intermediate Similarity	0.7479	NPC322064
Intermediate Similarity	0.7479	NPC196718
Intermediate Similarity	0.7458	NPC168209
Intermediate Similarity	0.7457	NPC208284
Intermediate Similarity	0.7445	NPC232727
Intermediate Similarity	0.7441	NPC63109
Intermediate Similarity	0.7436	NPC477979
Intermediate Similarity	0.7425	NPC472098
Intermediate Similarity	0.7418	NPC253675
Intermediate Similarity	0.7415	NPC96321
Intermediate Similarity	0.7412	NPC478006
Intermediate Similarity	0.741	NPC26543
Intermediate Similarity	0.7407	NPC102593
Intermediate Similarity	0.7406	NPC322482
Intermediate Similarity	0.7406	NPC130570
Intermediate Similarity	0.7401	NPC315957
Intermediate Similarity	0.7388	NPC295228
Intermediate Similarity	0.7384	NPC193267
Intermediate Similarity	0.7384	NPC213530
Intermediate Similarity	0.738	NPC245816
Intermediate Similarity	0.738	NPC476138
Intermediate Similarity	0.7378	NPC251090
Intermediate Similarity	0.7375	NPC315467
Intermediate Similarity	0.7373	NPC258048
Intermediate Similarity	0.7373	NPC27041
Intermediate Similarity	0.7364	NPC175150
Intermediate Similarity	0.7364	NPC243633
Intermediate Similarity	0.7358	NPC184680
Intermediate Similarity	0.7353	NPC276657
Intermediate Similarity	0.7349	NPC142385
Intermediate Similarity	0.7348	NPC475070
Intermediate Similarity	0.7347	NPC39370
Intermediate Similarity	0.7347	NPC97902
Intermediate Similarity	0.7347	NPC208898
Intermediate Similarity	0.7346	NPC478009
Intermediate Similarity	0.7346	NPC478010
Intermediate Similarity	0.7342	NPC303658
Intermediate Similarity	0.7336	NPC469554
Intermediate Similarity	0.7336	NPC473186
Intermediate Similarity	0.7336	NPC211813
Intermediate Similarity	0.7331	NPC274982
Intermediate Similarity	0.7328	NPC287208
Intermediate Similarity	0.7328	NPC470784
Intermediate Similarity	0.7328	NPC470785
Intermediate Similarity	0.7328	NPC266249
Intermediate Similarity	0.7325	NPC329793
Intermediate Similarity	0.7322	NPC280799
Intermediate Similarity	0.7319	NPC236668
Intermediate Similarity	0.7316	NPC472064
Intermediate Similarity	0.7311	NPC74360
Intermediate Similarity	0.7311	NPC308906
Intermediate Similarity	0.7309	NPC72905
Intermediate Similarity	0.7304	NPC223427
Intermediate Similarity	0.7303	NPC21638
Intermediate Similarity	0.7288	NPC146976
Intermediate Similarity	0.7287	NPC184225
Intermediate Similarity	0.7284	NPC314954
Intermediate Similarity	0.7284	NPC243850
Intermediate Similarity	0.7277	NPC26679
Intermediate Similarity	0.7276	NPC182222
Intermediate Similarity	0.7273	NPC285558
Intermediate Similarity	0.7273	NPC470018
Intermediate Similarity	0.7269	NPC314056
Intermediate Similarity	0.7266	NPC478083
Intermediate Similarity	0.7265	NPC470020
Intermediate Similarity	0.7265	NPC123839
Intermediate Similarity	0.7265	NPC101543
Intermediate Similarity	0.7257	NPC36405
Intermediate Similarity	0.7255	NPC314882
Intermediate Similarity	0.7249	NPC19872
Intermediate Similarity	0.7249	NPC213308
Intermediate Similarity	0.7246	NPC476287
Intermediate Similarity	0.7246	NPC234078
Intermediate Similarity	0.7246	NPC221100
Intermediate Similarity	0.724	NPC39092
Intermediate Similarity	0.7238	NPC288987
Intermediate Similarity	0.7234	NPC242923
Intermediate Similarity	0.7229	NPC476098
Intermediate Similarity	0.7229	NPC317701
Intermediate Similarity	0.7229	NPC475816
Intermediate Similarity	0.7227	NPC304926
Intermediate Similarity	0.7227	NPC476041
Intermediate Similarity	0.7222	NPC185782
Intermediate Similarity	0.7222	NPC178858
Intermediate Similarity	0.722	NPC220851
Intermediate Similarity	0.721	NPC193238
Intermediate Similarity	0.7208	NPC478012
Intermediate Similarity	0.7208	NPC478011
Intermediate Similarity	0.7205	NPC51854
Intermediate Similarity	0.7203	NPC153980
Intermediate Similarity	0.7203	NPC264176
Intermediate Similarity	0.7203	NPC219087
Intermediate Similarity	0.7203	NPC471193
Intermediate Similarity	0.7203	NPC471194
Intermediate Similarity	0.7203	NPC6865
Intermediate Similarity	0.7202	NPC24370
Intermediate Similarity	0.7202	NPC319232
Intermediate Similarity	0.7198	NPC132539
Intermediate Similarity	0.7197	NPC46561
Intermediate Similarity	0.7195	NPC49547
Intermediate Similarity	0.7191	NPC5145
Intermediate Similarity	0.719	NPC229893
Intermediate Similarity	0.7189	NPC41679
Intermediate Similarity	0.7186	NPC478013
Intermediate Similarity	0.7186	NPC472063
Intermediate Similarity	0.7186	NPC472062
Intermediate Similarity	0.7186	NPC472069
Intermediate Similarity	0.718	NPC314176
Intermediate Similarity	0.7179	NPC171787
Intermediate Similarity	0.7178	NPC310118
Intermediate Similarity	0.7176	NPC473800
Intermediate Similarity	0.7176	NPC137353
Intermediate Similarity	0.7174	NPC315491
Intermediate Similarity	0.7174	NPC45459
Intermediate Similarity	0.7174	NPC121772
Intermediate Similarity	0.7173	NPC266931
Intermediate Similarity	0.7172	NPC187145
Intermediate Similarity	0.7171	NPC478081
Intermediate Similarity	0.7165	NPC9729
Intermediate Similarity	0.7161	NPC72956
Intermediate Similarity	0.7149	NPC216612
Intermediate Similarity	0.7137	NPC249583
Intermediate Similarity	0.7137	NPC4687
Intermediate Similarity	0.7131	NPC477066
Intermediate Similarity	0.713	NPC284338
Intermediate Similarity	0.7125	NPC264285
Intermediate Similarity	0.7117	NPC176127
Intermediate Similarity	0.7114	NPC470730
Intermediate Similarity	0.7114	NPC477175
Intermediate Similarity	0.7113	NPC471192
Intermediate Similarity	0.7112	NPC57398
Intermediate Similarity	0.7106	NPC116555
Intermediate Similarity	0.7103	NPC477067
Intermediate Similarity	0.7103	NPC478082
Intermediate Similarity	0.7102	NPC74575
Intermediate Similarity	0.7101	NPC39500
Intermediate Similarity	0.7101	NPC282247
Intermediate Similarity	0.7094	NPC472065
Intermediate Similarity	0.7089	NPC187501
Intermediate Similarity	0.7085	NPC475859
Intermediate Similarity	0.7085	NPC475969
Intermediate Similarity	0.7083	NPC312645
Intermediate Similarity	0.708	NPC472061
Intermediate Similarity	0.7079	NPC77101
Intermediate Similarity	0.7078	NPC280272
Intermediate Similarity	0.7078	NPC210434
Intermediate Similarity	0.7076	NPC472070
Intermediate Similarity	0.7074	NPC79356
Intermediate Similarity	0.7074	NPC102592
Intermediate Similarity	0.7071	NPC50562
Intermediate Similarity	0.7071	NPC16066
Intermediate Similarity	0.7064	NPC53344
Intermediate Similarity	0.7059	NPC17437
Intermediate Similarity	0.7059	NPC471603

Drug Structure

NPD4558 OpenBabel08211705262D 30 33 0 0 0 0 0 0 0 0999 V2000 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2788 1.9345 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 -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 8.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7788 -0.6636 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 6.7788 1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7788 1.0685 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 -0.6636 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 5.1962 -1.0000 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 1.7321 2.0000 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 6.1097 -1.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 1.9345 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 6.3176 -2.3849 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 28 1 0 0 0 0 3 22 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 18 1 0 0 0 0 6 7 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 23 2 0 0 0 0 9 11 1 0 0 0 0 9 25 1 0 0 0 0 10 12 1 0 0 0 0 10 25 1 0 0 0 0 11 26 1 0 0 0 0 12 26 1 0 0 0 0 13 15 2 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 19 2 0 0 0 0 15 17 1 0 0 0 0 16 28 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 21 27 2 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011520
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60848
ChEBI
CAS Number

Drug Properties

Molecular Weight	379.20
ALogP	-1.1151
MLogP	3
XLogP	2.214
HDA	6
HBD	2
Rotatable Bonds	8
TPSA	73.49
RO5 Violation	0