NPASS drugs

Drug Information

Drug ID:	NPD3034
Drug Name:	eperezolid
Molecular Formula:	C18H23FN4O5
Canonical SMILES:	OCC(=O)N1CCN(CC1)c1ccc(cc1F)N1C[C@@H](OC1=O)CN=C(O)C
Standard InCHI:	InChI=1S/C18H23FN4O5/c1-12(25)20-9-14-10-23(18(27)28-14)13-2-3-16(15(19)8-13)21-4-6-22(7-5-21)17(26)11-24/h2-3,8,14,24H,4-7,9-11H2,1H3,(H,20,25)/t14-/m0/s1
Standard InCHIKey:	SIMWTRCFFSTNMG-AWEZNQCLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3034

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	91
0.1-0.2	1826
0.2-0.3	12703
0.3-0.4	11619
0.4-0.5	3297
0.5-0.6	1280
0.6-0.7	74
0.7-0.8	0
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
Remote Similarity	0.6516	NPC470301
Remote Similarity	0.6471	NPC20322
Remote Similarity	0.6457	NPC470003
Remote Similarity	0.6438	NPC283130
Remote Similarity	0.6438	NPC328683
Remote Similarity	0.641	NPC22082
Remote Similarity	0.641	NPC186284
Remote Similarity	0.6376	NPC476950
Remote Similarity	0.637	NPC252878
Remote Similarity	0.6364	NPC471264
Remote Similarity	0.6364	NPC471265
Remote Similarity	0.6327	NPC46427
Remote Similarity	0.6323	NPC178662
Remote Similarity	0.6323	NPC98424
Remote Similarity	0.6323	NPC476133
Remote Similarity	0.6323	NPC92784
Remote Similarity	0.6323	NPC470884
Remote Similarity	0.6312	NPC324445
Remote Similarity	0.6269	NPC326792
Remote Similarity	0.6265	NPC104345
Remote Similarity	0.625	NPC472120
Remote Similarity	0.625	NPC31651
Remote Similarity	0.625	NPC472101
Remote Similarity	0.6243	NPC129909
Remote Similarity	0.6242	NPC269398
Remote Similarity	0.6242	NPC263493
Remote Similarity	0.6233	NPC476990
Remote Similarity	0.6233	NPC316582
Remote Similarity	0.6226	NPC209509
Remote Similarity	0.6218	NPC287358
Remote Similarity	0.6201	NPC311858
Remote Similarity	0.6194	NPC75496
Remote Similarity	0.619	NPC202521
Remote Similarity	0.6185	NPC285622
Remote Similarity	0.6178	NPC239762
Remote Similarity	0.6178	NPC163392
Remote Similarity	0.6135	NPC475168
Remote Similarity	0.6135	NPC7817
Remote Similarity	0.6129	NPC248283
Remote Similarity	0.6125	NPC5620
Remote Similarity	0.6118	NPC328270
Remote Similarity	0.6114	NPC129624
Remote Similarity	0.6111	NPC471821
Remote Similarity	0.6111	NPC471820
Remote Similarity	0.6107	NPC6975
Remote Similarity	0.6103	NPC291610
Remote Similarity	0.6101	NPC161069
Remote Similarity	0.6096	NPC228515
Remote Similarity	0.6095	NPC68650
Remote Similarity	0.6095	NPC472102
Remote Similarity	0.6095	NPC309531
Remote Similarity	0.6082	NPC472106
Remote Similarity	0.608	NPC28848
Remote Similarity	0.608	NPC14325
Remote Similarity	0.6076	NPC268841
Remote Similarity	0.6076	NPC46098
Remote Similarity	0.6076	NPC307357
Remote Similarity	0.6074	NPC212799
Remote Similarity	0.6062	NPC52748
Remote Similarity	0.6062	NPC476978
Remote Similarity	0.6059	NPC472117
Remote Similarity	0.6051	NPC68865
Remote Similarity	0.6038	NPC315051
Remote Similarity	0.6024	NPC470902
Remote Similarity	0.6013	NPC122553
Remote Similarity	0.6012	NPC94167
Remote Similarity	0.6012	NPC315257
Remote Similarity	0.6012	NPC172937
Remote Similarity	0.6012	NPC470440
Remote Similarity	0.6011	NPC11149
Remote Similarity	0.6011	NPC192674
Remote Similarity	0.6	NPC175726
Remote Similarity	0.6	NPC307456
Remote Similarity	0.6	NPC474082
Remote Similarity	0.5988	NPC314186
Remote Similarity	0.5988	NPC262077
Remote Similarity	0.5976	NPC113946
Remote Similarity	0.5976	NPC254798
Remote Similarity	0.5976	NPC129666
Remote Similarity	0.5975	NPC469560
Remote Similarity	0.5964	NPC243756
Remote Similarity	0.5964	NPC154602
Remote Similarity	0.5962	NPC287401
Remote Similarity	0.5956	NPC61435
Remote Similarity	0.5955	NPC12649
Remote Similarity	0.5954	NPC472115
Remote Similarity	0.5954	NPC472114
Remote Similarity	0.5951	NPC329761
Remote Similarity	0.5951	NPC138775
Remote Similarity	0.5951	NPC225648
Remote Similarity	0.5942	NPC474430
Remote Similarity	0.5941	NPC154478
Remote Similarity	0.5938	NPC130251
Remote Similarity	0.5926	NPC168750
Remote Similarity	0.5924	NPC162417
Remote Similarity	0.5924	NPC316104
Remote Similarity	0.5915	NPC240848
Remote Similarity	0.5915	NPC472100
Remote Similarity	0.5909	NPC469666
Remote Similarity	0.5906	NPC15839
Remote Similarity	0.5906	NPC474058
Remote Similarity	0.5906	NPC200964
Remote Similarity	0.5904	NPC473329
Remote Similarity	0.5901	NPC139326
Remote Similarity	0.5892	NPC117244
Remote Similarity	0.5892	NPC473763
Remote Similarity	0.5892	NPC243716
Remote Similarity	0.5879	NPC2501
Remote Similarity	0.5868	NPC314223
Remote Similarity	0.5868	NPC66936
Remote Similarity	0.5868	NPC122590
Remote Similarity	0.5867	NPC314192
Remote Similarity	0.5866	NPC475094
Remote Similarity	0.5862	NPC296163
Remote Similarity	0.5854	NPC145113
Remote Similarity	0.585	NPC470544
Remote Similarity	0.5849	NPC325599
Remote Similarity	0.5849	NPC471123
Remote Similarity	0.5849	NPC127741
Remote Similarity	0.5844	NPC319766
Remote Similarity	0.5833	NPC130309
Remote Similarity	0.5828	NPC315266
Remote Similarity	0.5824	NPC297145
Remote Similarity	0.5824	NPC29285
Remote Similarity	0.5824	NPC84317
Remote Similarity	0.5824	NPC197743
Remote Similarity	0.5823	NPC313352
Remote Similarity	0.5818	NPC105717
Remote Similarity	0.5814	NPC315368
Remote Similarity	0.5814	NPC143457
Remote Similarity	0.5811	NPC192209
Remote Similarity	0.5811	NPC470545
Remote Similarity	0.581	NPC14849
Remote Similarity	0.5808	NPC162104
Remote Similarity	0.5806	NPC150863
Remote Similarity	0.5799	NPC471132
Remote Similarity	0.5798	NPC221687
Remote Similarity	0.5798	NPC289299
Remote Similarity	0.5798	NPC57994
Remote Similarity	0.5796	NPC207428
Remote Similarity	0.5796	NPC246079
Remote Similarity	0.5796	NPC53044
Remote Similarity	0.5795	NPC65080
Remote Similarity	0.5795	NPC316403
Remote Similarity	0.5793	NPC314358
Remote Similarity	0.5787	NPC13367
Remote Similarity	0.5787	NPC469938
Remote Similarity	0.578	NPC85651
Remote Similarity	0.578	NPC471052
Remote Similarity	0.578	NPC471053
Remote Similarity	0.578	NPC471051
Remote Similarity	0.5779	NPC250476
Remote Similarity	0.5778	NPC182057
Remote Similarity	0.5778	NPC147298
Remote Similarity	0.5778	NPC131450
Remote Similarity	0.5778	NPC133261
Remote Similarity	0.5776	NPC65408
Remote Similarity	0.5774	NPC473341
Remote Similarity	0.5772	NPC470546
Remote Similarity	0.5772	NPC220698
Remote Similarity	0.5771	NPC300631
Remote Similarity	0.5771	NPC470509
Remote Similarity	0.5769	NPC226662
Remote Similarity	0.5769	NPC187231
Remote Similarity	0.5769	NPC472104
Remote Similarity	0.5767	NPC238499
Remote Similarity	0.5767	NPC314388
Remote Similarity	0.5767	NPC315283
Remote Similarity	0.5763	NPC355
Remote Similarity	0.5759	NPC313421
Remote Similarity	0.5758	NPC470824
Remote Similarity	0.5756	NPC471122
Remote Similarity	0.5756	NPC469901
Remote Similarity	0.5754	NPC24594
Remote Similarity	0.5754	NPC476441
Remote Similarity	0.5754	NPC472122
Remote Similarity	0.5753	NPC473298
Remote Similarity	0.5749	NPC321617
Remote Similarity	0.5747	NPC138293
Remote Similarity	0.5747	NPC189116
Remote Similarity	0.5747	NPC113056
Remote Similarity	0.5743	NPC14672
Remote Similarity	0.5743	NPC285926
Remote Similarity	0.5743	NPC281049
Remote Similarity	0.5743	NPC239357
Remote Similarity	0.5743	NPC315276
Remote Similarity	0.5742	NPC478079
Remote Similarity	0.5741	NPC243162
Remote Similarity	0.5741	NPC469427
Remote Similarity	0.5741	NPC469426
Remote Similarity	0.574	NPC285381
Remote Similarity	0.574	NPC122106
Remote Similarity	0.574	NPC117032
Remote Similarity	0.5736	NPC478158
Remote Similarity	0.5734	NPC164802
Remote Similarity	0.5732	NPC316008
Remote Similarity	0.5732	NPC201244
Remote Similarity	0.5732	NPC157311
Remote Similarity	0.5732	NPC477217
Remote Similarity	0.5732	NPC313867

Drug Structure

NPD3034 OpenBabel08211702562D 30 32 0 0 1 0 0 0 0 0999 V2000 -2.3025 -2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3080 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 3.8364 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 5.0468 0.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 -1.8841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 3.3364 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 9.3769 3.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7202 -3.6067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 4.8364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 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 9.3769 4.8364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.1269 -4.5202 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 3 2 0 0 0 0 2 13 1 0 0 0 0 3 16 1 0 0 0 0 4 6 1 0 0 0 0 4 21 1 0 0 0 0 5 7 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 22 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 20 1 0 0 0 0 10 14 1 0 0 0 0 10 23 1 0 0 0 0 11 17 1 0 0 0 0 11 24 1 0 0 0 0 12 20 2 3 0 0 0 12 25 1 0 0 0 0 13 23 1 0 0 0 0 14 9 1 6 0 0 0 14 28 1 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 16 21 1 0 0 0 0 17 22 1 0 0 0 0 17 26 2 0 0 0 0 18 23 1 0 0 0 0 18 27 2 0 0 0 0 18 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011301
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.17
ALogP	-1.1647
MLogP	2.34
XLogP	0.053
HDA	9
HBD	2
Rotatable Bonds	10
TPSA	105.91
RO5 Violation	0