NPASS drugs

Drug Information

Drug ID:	NPD5017
Drug Name:	HIV-1 integrase inhibitors, Pfizer
Molecular Formula:	C22H24FN5O3
Canonical SMILES:	OC(=N)C1CCCN1Cc1cn(c2c1cc(nc2)C(=O)N(O)C)Cc1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H24FN5O3/c1-26(31)22(30)18-9-17-15(12-27-8-2-3-19(27)21(24)29)13-28(20(17)10-25-18)11-14-4-6-16(23)7-5-14/h4-7,9-10,13,19,31H,2-3,8,11-12H2,1H3,(H2,24,29)
Standard InCHIKey:	XGYYVDZJWSDWDE-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5017

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	333
0.1-0.2	3184
0.2-0.3	12623
0.3-0.4	10558
0.4-0.5	1424
0.5-0.6	1546
0.6-0.7	1037
0.7-0.8	184
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	0.803	NPC57398
Intermediate Similarity	0.799	NPC317701
Intermediate Similarity	0.7917	NPC17059
Intermediate Similarity	0.7887	NPC117244
Intermediate Similarity	0.7887	NPC473763
Intermediate Similarity	0.7821	NPC472260
Intermediate Similarity	0.7696	NPC91179
Intermediate Similarity	0.7692	NPC213629
Intermediate Similarity	0.768	NPC94752
Intermediate Similarity	0.7668	NPC228835
Intermediate Similarity	0.765	NPC171317
Intermediate Similarity	0.7612	NPC474767
Intermediate Similarity	0.7581	NPC478182
Intermediate Similarity	0.757	NPC229893
Intermediate Similarity	0.7565	NPC191415
Intermediate Similarity	0.7552	NPC248462
Intermediate Similarity	0.7552	NPC11126
Intermediate Similarity	0.7538	NPC326422
Intermediate Similarity	0.7527	NPC478185
Intermediate Similarity	0.7525	NPC476460
Intermediate Similarity	0.7525	NPC210123
Intermediate Similarity	0.7524	NPC54420
Intermediate Similarity	0.7513	NPC321708
Intermediate Similarity	0.7512	NPC472259
Intermediate Similarity	0.7512	NPC153980
Intermediate Similarity	0.7512	NPC471193
Intermediate Similarity	0.7512	NPC6865
Intermediate Similarity	0.7512	NPC471194
Intermediate Similarity	0.75	NPC56233
Intermediate Similarity	0.75	NPC62749
Intermediate Similarity	0.7487	NPC478184
Intermediate Similarity	0.7487	NPC165495
Intermediate Similarity	0.7487	NPC469938
Intermediate Similarity	0.7475	NPC324091
Intermediate Similarity	0.7465	NPC476491
Intermediate Similarity	0.7464	NPC72956
Intermediate Similarity	0.7452	NPC478158
Intermediate Similarity	0.7452	NPC162860
Intermediate Similarity	0.7449	NPC133003
Intermediate Similarity	0.7449	NPC308931
Intermediate Similarity	0.7449	NPC99939
Intermediate Similarity	0.7436	NPC159125
Intermediate Similarity	0.7436	NPC102755
Intermediate Similarity	0.7429	NPC118940
Intermediate Similarity	0.7427	NPC473376
Intermediate Similarity	0.7423	NPC314281
Intermediate Similarity	0.7423	NPC40530
Intermediate Similarity	0.7421	NPC32534
Intermediate Similarity	0.7419	NPC293487
Intermediate Similarity	0.7409	NPC64436
Intermediate Similarity	0.7398	NPC477003
Intermediate Similarity	0.7391	NPC472064
Intermediate Similarity	0.7389	NPC474916
Intermediate Similarity	0.7371	NPC472285
Intermediate Similarity	0.7358	NPC151635
Intermediate Similarity	0.7353	NPC81535
Intermediate Similarity	0.7353	NPC293917
Intermediate Similarity	0.7344	NPC161861
Intermediate Similarity	0.734	NPC141454
Intermediate Similarity	0.734	NPC106824
Intermediate Similarity	0.734	NPC227582
Intermediate Similarity	0.7333	NPC24864
Intermediate Similarity	0.733	NPC472062
Intermediate Similarity	0.733	NPC472063
Intermediate Similarity	0.733	NPC472069
Intermediate Similarity	0.7327	NPC476817
Intermediate Similarity	0.7324	NPC471192
Intermediate Similarity	0.7316	NPC478183
Intermediate Similarity	0.7306	NPC469529
Intermediate Similarity	0.7304	NPC473640
Intermediate Similarity	0.7304	NPC131887
Intermediate Similarity	0.7299	NPC82370
Intermediate Similarity	0.7296	NPC113626
Intermediate Similarity	0.7291	NPC79356
Intermediate Similarity	0.7291	NPC102592
Intermediate Similarity	0.7282	NPC126709
Intermediate Similarity	0.7282	NPC12649
Intermediate Similarity	0.7282	NPC475506
Intermediate Similarity	0.7282	NPC248041
Intermediate Similarity	0.7277	NPC478157
Intermediate Similarity	0.7268	NPC284338
Intermediate Similarity	0.7268	NPC470111
Intermediate Similarity	0.7268	NPC100321
Intermediate Similarity	0.7264	NPC75634
Intermediate Similarity	0.7259	NPC470205
Intermediate Similarity	0.7259	NPC270834
Intermediate Similarity	0.7256	NPC473310
Intermediate Similarity	0.7246	NPC155143
Intermediate Similarity	0.7233	NPC252338
Intermediate Similarity	0.7231	NPC14113
Intermediate Similarity	0.7231	NPC84827
Intermediate Similarity	0.7231	NPC284775
Intermediate Similarity	0.7231	NPC157583
Intermediate Similarity	0.7231	NPC145885
Intermediate Similarity	0.7194	NPC219336
Intermediate Similarity	0.7194	NPC283219
Intermediate Similarity	0.7192	NPC304203
Intermediate Similarity	0.7189	NPC473878
Intermediate Similarity	0.7186	NPC15102
Intermediate Similarity	0.7179	NPC267885
Intermediate Similarity	0.7176	NPC281049
Intermediate Similarity	0.7176	NPC477714
Intermediate Similarity	0.7174	NPC100726
Intermediate Similarity	0.7162	NPC69843
Intermediate Similarity	0.7157	NPC61011
Intermediate Similarity	0.7157	NPC16659
Intermediate Similarity	0.7157	NPC73994
Intermediate Similarity	0.7156	NPC266249
Intermediate Similarity	0.7156	NPC116555
Intermediate Similarity	0.715	NPC54744
Intermediate Similarity	0.715	NPC478077
Intermediate Similarity	0.715	NPC91895
Intermediate Similarity	0.7143	NPC217372
Intermediate Similarity	0.7143	NPC15573
Intermediate Similarity	0.7143	NPC234987
Intermediate Similarity	0.7143	NPC183662
Intermediate Similarity	0.7143	NPC59269
Intermediate Similarity	0.7136	NPC470499
Intermediate Similarity	0.7135	NPC114637
Intermediate Similarity	0.713	NPC477715
Intermediate Similarity	0.7129	NPC165599
Intermediate Similarity	0.7128	NPC149155
Intermediate Similarity	0.7128	NPC110500
Intermediate Similarity	0.7128	NPC203468
Intermediate Similarity	0.7123	NPC472070
Intermediate Similarity	0.7123	NPC223791
Intermediate Similarity	0.7123	NPC107077
Intermediate Similarity	0.7122	NPC472116
Intermediate Similarity	0.7116	NPC477979
Intermediate Similarity	0.7107	NPC265710
Intermediate Similarity	0.7103	NPC31385
Intermediate Similarity	0.7103	NPC110602
Intermediate Similarity	0.7103	NPC75726
Intermediate Similarity	0.7101	NPC237414
Intermediate Similarity	0.7089	NPC123839
Intermediate Similarity	0.7087	NPC167710
Intermediate Similarity	0.7085	NPC143533
Intermediate Similarity	0.7083	NPC322064
Intermediate Similarity	0.7083	NPC177996
Intermediate Similarity	0.7083	NPC36405
Intermediate Similarity	0.7083	NPC147983
Intermediate Similarity	0.7083	NPC470732
Intermediate Similarity	0.7083	NPC470731
Intermediate Similarity	0.7081	NPC328318
Intermediate Similarity	0.7081	NPC328596
Intermediate Similarity	0.7073	NPC294693
Intermediate Similarity	0.7073	NPC93390
Intermediate Similarity	0.7071	NPC15840
Intermediate Similarity	0.7068	NPC242116
Intermediate Similarity	0.7067	NPC121327
Intermediate Similarity	0.7065	NPC235684
Intermediate Similarity	0.7062	NPC238457
Intermediate Similarity	0.7062	NPC472065
Intermediate Similarity	0.7059	NPC216550
Intermediate Similarity	0.7056	NPC473380
Intermediate Similarity	0.7056	NPC83774
Intermediate Similarity	0.7056	NPC320968
Intermediate Similarity	0.7056	NPC240088
Intermediate Similarity	0.7053	NPC212213
Intermediate Similarity	0.7053	NPC80681
Intermediate Similarity	0.7051	NPC27041
Intermediate Similarity	0.705	NPC46895
Intermediate Similarity	0.7045	NPC155444
Intermediate Similarity	0.7045	NPC327095
Intermediate Similarity	0.7045	NPC312942
Intermediate Similarity	0.704	NPC191382
Intermediate Similarity	0.704	NPC56109
Intermediate Similarity	0.7039	NPC128244
Intermediate Similarity	0.7037	NPC250835
Intermediate Similarity	0.7033	NPC471944
Intermediate Similarity	0.7028	NPC473362
Intermediate Similarity	0.7028	NPC166492
Intermediate Similarity	0.7022	NPC207686
Intermediate Similarity	0.7021	NPC251391
Intermediate Similarity	0.7019	NPC74413
Intermediate Similarity	0.7014	NPC40455
Intermediate Similarity	0.7009	NPC477176
Intermediate Similarity	0.7009	NPC470730
Intermediate Similarity	0.7009	NPC477175
Intermediate Similarity	0.7009	NPC470729
Intermediate Similarity	0.7005	NPC78767
Intermediate Similarity	0.7005	NPC473814
Intermediate Similarity	0.7	NPC143977
Intermediate Similarity	0.7	NPC476073
Intermediate Similarity	0.7	NPC129721
Remote Similarity	0.6995	NPC255909
Remote Similarity	0.6991	NPC221100
Remote Similarity	0.6991	NPC234078
Remote Similarity	0.6986	NPC470497
Remote Similarity	0.6985	NPC469896
Remote Similarity	0.6984	NPC209362
Remote Similarity	0.6982	NPC19170
Remote Similarity	0.6981	NPC471191
Remote Similarity	0.6981	NPC317373
Remote Similarity	0.698	NPC118084
Remote Similarity	0.6979	NPC225018
Remote Similarity	0.6978	NPC477177
Remote Similarity	0.6978	NPC475969
Remote Similarity	0.6978	NPC475859
Remote Similarity	0.6978	NPC474877

Drug Structure

NPD5017 OpenBabel08211706322D 34 37 0 0 1 0 0 0 0 0999 V2000 -1.9400 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7067 -1.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4498 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 -1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9344 0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8406 -0.7044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6036 -0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0431 0.3783 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5431 1.2443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5817 0.0885 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.0431 2.1104 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 4.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0485 0.2738 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 5.5431 1.2443 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 4.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 5.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5431 2.9764 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0431 0.3783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 5.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 19 1 0 0 0 0 4 6 1 0 0 0 0 4 14 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 16 2 0 0 0 0 7 16 1 0 0 0 0 8 27 1 0 0 0 0 9 17 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 28 1 0 0 0 0 12 15 1 0 0 0 0 12 27 1 0 0 0 0 13 15 2 0 0 0 0 13 28 1 0 0 0 0 15 17 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 22 1 0 0 0 0 18 25 2 0 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 24 2 0 0 0 0 21 29 1 0 0 0 0 22 26 1 0 0 0 0 22 30 2 0 0 0 0 24 32 1 0 0 0 0 26 31 1 0 0 0 0 29 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002128
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.19
ALogP	-1.2666
MLogP	2.89
XLogP	2.126
HDA	6
HBD	3
Rotatable Bonds	11
TPSA	105.68
RO5 Violation	0