NPASS drugs

Drug Information

Drug ID:	NPD5449
Drug Name:
Molecular Formula:	C23H21ClFN7O4
Canonical SMILES:	CCC(=O)O[C@@H](C(=O)N1N=CC[C@H]1C(=NCc1cc(Cl)ccc1n1cnnn1)O)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C23H21ClFN7O4/c1-2-20(33)36-21(14-3-6-17(25)7-4-14)23(35)32-19(9-10-28-32)22(34)26-12-15-11-16(24)5-8-18(15)31-13-27-29-30-31/h3-8,10-11,13,19,21H,2,9,12H2,1H3,(H,26,34)/t19-,21+/m0/s1
Standard InCHIKey:	YUHNXUAATAMVKD-PZJWPPBQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5449

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	307
0.1-0.2	2314
0.2-0.3	10223
0.3-0.4	13418
0.4-0.5	2425
0.5-0.6	2044
0.6-0.7	158
0.7-0.8	1
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	0.7046	NPC62995
Remote Similarity	0.676	NPC323198
Remote Similarity	0.6747	NPC267853
Remote Similarity	0.672	NPC244897
Remote Similarity	0.6694	NPC192712
Remote Similarity	0.6693	NPC220852
Remote Similarity	0.668	NPC315062
Remote Similarity	0.668	NPC54744
Remote Similarity	0.6667	NPC316411
Remote Similarity	0.6614	NPC285343
Remote Similarity	0.6584	NPC478157
Remote Similarity	0.6583	NPC478158
Remote Similarity	0.6562	NPC471614
Remote Similarity	0.6561	NPC323752
Remote Similarity	0.6529	NPC242923
Remote Similarity	0.6525	NPC228206
Remote Similarity	0.6484	NPC104712
Remote Similarity	0.6482	NPC300114
Remote Similarity	0.6477	NPC314882
Remote Similarity	0.6457	NPC89987
Remote Similarity	0.6454	NPC319232
Remote Similarity	0.6454	NPC24370
Remote Similarity	0.6432	NPC243850
Remote Similarity	0.642	NPC28945
Remote Similarity	0.6417	NPC473376
Remote Similarity	0.6414	NPC125597
Remote Similarity	0.64	NPC469938
Remote Similarity	0.6364	NPC186351
Remote Similarity	0.6345	NPC315804
Remote Similarity	0.6345	NPC313804
Remote Similarity	0.6333	NPC476874
Remote Similarity	0.6332	NPC47596
Remote Similarity	0.6322	NPC171393
Remote Similarity	0.6322	NPC295452
Remote Similarity	0.632	NPC478006
Remote Similarity	0.631	NPC64216
Remote Similarity	0.6305	NPC281049
Remote Similarity	0.6299	NPC323244
Remote Similarity	0.6295	NPC2395
Remote Similarity	0.6295	NPC473317
Remote Similarity	0.6293	NPC177056
Remote Similarity	0.6292	NPC300183
Remote Similarity	0.6285	NPC235885
Remote Similarity	0.628	NPC308906
Remote Similarity	0.6275	NPC282247
Remote Similarity	0.6266	NPC193761
Remote Similarity	0.6255	NPC117244
Remote Similarity	0.6255	NPC473763
Remote Similarity	0.625	NPC477979
Remote Similarity	0.6234	NPC239954
Remote Similarity	0.6234	NPC168911
Remote Similarity	0.6234	NPC102008
Remote Similarity	0.6225	NPC36405
Remote Similarity	0.6224	NPC54537
Remote Similarity	0.6217	NPC56271
Remote Similarity	0.621	NPC317752
Remote Similarity	0.6204	NPC314056
Remote Similarity	0.6202	NPC328924
Remote Similarity	0.6194	NPC320968
Remote Similarity	0.6186	NPC129909
Remote Similarity	0.6182	NPC315467
Remote Similarity	0.618	NPC282103
Remote Similarity	0.6179	NPC162860
Remote Similarity	0.6175	NPC197141
Remote Similarity	0.6169	NPC6865
Remote Similarity	0.6169	NPC153980
Remote Similarity	0.6169	NPC318299
Remote Similarity	0.6167	NPC212213
Remote Similarity	0.616	NPC471192
Remote Similarity	0.6159	NPC478009
Remote Similarity	0.6159	NPC478010
Remote Similarity	0.6154	NPC94752
Remote Similarity	0.6154	NPC311858
Remote Similarity	0.6154	NPC123839
Remote Similarity	0.6144	NPC471593
Remote Similarity	0.6137	NPC478013
Remote Similarity	0.6135	NPC238945
Remote Similarity	0.6135	NPC244425
Remote Similarity	0.6135	NPC15384
Remote Similarity	0.6129	NPC72956
Remote Similarity	0.6124	NPC116622
Remote Similarity	0.6124	NPC69843
Remote Similarity	0.6122	NPC277350
Remote Similarity	0.6111	NPC314270
Remote Similarity	0.6109	NPC280638
Remote Similarity	0.6109	NPC304307
Remote Similarity	0.6109	NPC124920
Remote Similarity	0.6109	NPC34580
Remote Similarity	0.6109	NPC118559
Remote Similarity	0.6104	NPC118940
Remote Similarity	0.6104	NPC75634
Remote Similarity	0.6102	NPC321708
Remote Similarity	0.61	NPC67288
Remote Similarity	0.61	NPC149708
Remote Similarity	0.6098	NPC112839
Remote Similarity	0.6098	NPC54420
Remote Similarity	0.6098	NPC225821
Remote Similarity	0.6098	NPC137437
Remote Similarity	0.6094	NPC474196
Remote Similarity	0.6085	NPC235684
Remote Similarity	0.6085	NPC100547
Remote Similarity	0.608	NPC74562
Remote Similarity	0.608	NPC151781
Remote Similarity	0.608	NPC316181
Remote Similarity	0.6075	NPC243782
Remote Similarity	0.6074	NPC123395
Remote Similarity	0.6073	NPC266249
Remote Similarity	0.6073	NPC258062
Remote Similarity	0.6071	NPC471197
Remote Similarity	0.6068	NPC470003
Remote Similarity	0.6067	NPC198673
Remote Similarity	0.6062	NPC322135
Remote Similarity	0.6062	NPC95240
Remote Similarity	0.6062	NPC223409
Remote Similarity	0.6061	NPC211997
Remote Similarity	0.6057	NPC317373
Remote Similarity	0.6052	NPC477891
Remote Similarity	0.605	NPC321939
Remote Similarity	0.605	NPC138370
Remote Similarity	0.605	NPC478012
Remote Similarity	0.605	NPC478011
Remote Similarity	0.6047	NPC261251
Remote Similarity	0.6047	NPC471198
Remote Similarity	0.6046	NPC15801
Remote Similarity	0.604	NPC471193
Remote Similarity	0.604	NPC471194
Remote Similarity	0.6038	NPC160666
Remote Similarity	0.6038	NPC474877
Remote Similarity	0.6038	NPC475859
Remote Similarity	0.6038	NPC14288
Remote Similarity	0.6038	NPC475969
Remote Similarity	0.6033	NPC131887
Remote Similarity	0.6033	NPC474916
Remote Similarity	0.6028	NPC477633
Remote Similarity	0.6028	NPC314176
Remote Similarity	0.6025	NPC471448
Remote Similarity	0.6022	NPC74619
Remote Similarity	0.6017	NPC134586
Remote Similarity	0.6017	NPC315555
Remote Similarity	0.6017	NPC109922
Remote Similarity	0.6016	NPC327592
Remote Similarity	0.6015	NPC54803
Remote Similarity	0.6015	NPC321592
Remote Similarity	0.6008	NPC71238
Remote Similarity	0.6008	NPC192674
Remote Similarity	0.6008	NPC312645
Remote Similarity	0.6008	NPC214142
Remote Similarity	0.6	NPC228835
Remote Similarity	0.6	NPC477176
Remote Similarity	0.6	NPC470729
Remote Similarity	0.6	NPC54981
Remote Similarity	0.6	NPC57398
Remote Similarity	0.6	NPC207851
Remote Similarity	0.6	NPC272174
Remote Similarity	0.6	NPC128115
Remote Similarity	0.6	NPC477175
Remote Similarity	0.6	NPC82370
Remote Similarity	0.6	NPC470730
Remote Similarity	0.6	NPC474195
Remote Similarity	0.5992	NPC63279
Remote Similarity	0.5992	NPC284888
Remote Similarity	0.5991	NPC14325
Remote Similarity	0.5991	NPC64436
Remote Similarity	0.5991	NPC28848
Remote Similarity	0.5984	NPC214428
Remote Similarity	0.5983	NPC164664
Remote Similarity	0.5982	NPC477887
Remote Similarity	0.5977	NPC474896
Remote Similarity	0.5977	NPC477177
Remote Similarity	0.5976	NPC98715
Remote Similarity	0.5976	NPC87856
Remote Similarity	0.5975	NPC135950
Remote Similarity	0.5972	NPC477634
Remote Similarity	0.597	NPC297642
Remote Similarity	0.597	NPC33064
Remote Similarity	0.597	NPC245055
Remote Similarity	0.5968	NPC74969
Remote Similarity	0.5968	NPC46225
Remote Similarity	0.5968	NPC203614
Remote Similarity	0.5966	NPC213468
Remote Similarity	0.5966	NPC213629
Remote Similarity	0.5966	NPC248462
Remote Similarity	0.5966	NPC126709
Remote Similarity	0.5966	NPC248041
Remote Similarity	0.5966	NPC283219
Remote Similarity	0.5966	NPC61435
Remote Similarity	0.5962	NPC156003
Remote Similarity	0.5962	NPC56109
Remote Similarity	0.5962	NPC191382
Remote Similarity	0.5962	NPC315822
Remote Similarity	0.5959	NPC475506
Remote Similarity	0.5957	NPC469358
Remote Similarity	0.5954	NPC165743
Remote Similarity	0.5953	NPC31097
Remote Similarity	0.5952	NPC229348
Remote Similarity	0.5948	NPC267885
Remote Similarity	0.5944	NPC285192
Remote Similarity	0.5944	NPC470280
Remote Similarity	0.5944	NPC127677
Remote Similarity	0.5943	NPC241024

Drug Structure

NPD5449 OpenBabel08211708292D 37 40 0 0 1 0 0 0 0 0999 V2000 5.2943 -6.1283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3433 -5.8193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2058 -1.5466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3648 -2.8338 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 5.9490 -0.8775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1079 -2.1647 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 2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4137 -2.5248 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9000 -1.1865 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 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1354 -4.8412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6706 -3.1939 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7195 -2.8849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 7.6432 -0.5174 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 4.1808 -1.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 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 3.5116 -1.9067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1843 -4.5322 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9764 -3.5540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8785 -4.1720 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 20 1 0 0 0 0 3 6 1 0 0 0 0 3 14 2 0 0 0 0 4 7 2 0 0 0 0 4 14 1 0 0 0 0 5 8 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 17 1 0 0 0 0 8 18 2 0 0 0 0 9 10 1 0 0 0 0 9 19 1 0 0 0 0 10 28 2 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 26 1 0 0 0 0 13 27 2 0 0 0 0 13 31 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 31 1 0 0 0 0 19 22 1 6 0 0 0 19 32 1 0 0 0 0 20 33 2 0 0 0 0 20 36 1 0 0 0 0 21 23 1 1 0 0 0 21 36 1 0 0 0 0 22 26 2 3 0 0 0 22 34 1 0 0 0 0 23 32 1 0 0 0 0 23 35 2 0 0 0 0 27 29 1 0 0 0 0 28 32 1 0 0 0 0 29 30 2 0 0 0 0 30 31 1 0 0 0 0 34 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004151
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44548240
ChEBI
CAS Number

Drug Properties

Molecular Weight	513.13
ALogP	-0.0104
MLogP	2.56
XLogP	4.03
HDA	11
HBD	1
Rotatable Bonds	14
TPSA	134.64
RO5 Violation	1