NPASS drugs

Drug Information

Drug ID:	NPD4392
Drug Name:	Posizolid; AZD-2563
Molecular Formula:	C21H21F2N3O7
Canonical SMILES:	OC[C@@H](C(=O)N1CCC(=CC1)c1c(F)cc(cc1F)N1C[C@@H](OC1=O)COc1nocc1)O
Standard InCHI:	InChI=1S/C21H21F2N3O7/c22-15-7-13(26-9-14(33-21(26)30)11-31-18-3-6-32-24-18)8-16(23)19(15)12-1-4-25(5-2-12)20(29)17(28)10-27/h1,3,6-8,14,17,27-28H,2,4-5,9-11H2/t14-,17+/m1/s1
Standard InCHIKey:	HBUJYEUPIIJJOS-PBHICJAKSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4392

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	237
0.1-0.2	2196
0.2-0.3	9766
0.3-0.4	6050
0.4-0.5	10610
0.5-0.6	1992
0.6-0.7	39
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	0.6681	NPC477587
Remote Similarity	0.6681	NPC477589
Remote Similarity	0.6624	NPC477588
Remote Similarity	0.6624	NPC477585
Remote Similarity	0.6624	NPC477586
Remote Similarity	0.6624	NPC477590
Remote Similarity	0.6507	NPC128115
Remote Similarity	0.6449	NPC129909
Remote Similarity	0.6321	NPC470003
Remote Similarity	0.6262	NPC311858
Remote Similarity	0.6245	NPC74562
Remote Similarity	0.6245	NPC472434
Remote Similarity	0.6245	NPC151781
Remote Similarity	0.6245	NPC316181
Remote Similarity	0.6244	NPC192674
Remote Similarity	0.623	NPC472436
Remote Similarity	0.6204	NPC61435
Remote Similarity	0.6202	NPC471648
Remote Similarity	0.6198	NPC184680
Remote Similarity	0.6175	NPC472435
Remote Similarity	0.6173	NPC470785
Remote Similarity	0.6137	NPC309919
Remote Similarity	0.6132	NPC475094
Remote Similarity	0.613	NPC127996
Remote Similarity	0.6107	NPC470784
Remote Similarity	0.6107	NPC474183
Remote Similarity	0.6079	NPC472286
Remote Similarity	0.6079	NPC472287
Remote Similarity	0.6067	NPC476832
Remote Similarity	0.6058	NPC471652
Remote Similarity	0.6035	NPC14339
Remote Similarity	0.6018	NPC79293
Remote Similarity	0.6018	NPC279401
Remote Similarity	0.6009	NPC14325
Remote Similarity	0.6009	NPC28848
Remote Similarity	0.6008	NPC471015
Remote Similarity	0.6008	NPC314633
Remote Similarity	0.6	NPC303658
Remote Similarity	0.6	NPC477548
Remote Similarity	0.5992	NPC99891
Remote Similarity	0.5991	NPC317572
Remote Similarity	0.5984	NPC148896
Remote Similarity	0.5984	NPC471013
Remote Similarity	0.5984	NPC180668
Remote Similarity	0.5983	NPC471615
Remote Similarity	0.5983	NPC122886
Remote Similarity	0.5975	NPC222046
Remote Similarity	0.5975	NPC194740
Remote Similarity	0.5974	NPC269367
Remote Similarity	0.5969	NPC471978
Remote Similarity	0.5963	NPC262725
Remote Similarity	0.5951	NPC469536
Remote Similarity	0.5947	NPC311357
Remote Similarity	0.5931	NPC469589
Remote Similarity	0.5924	NPC65080
Remote Similarity	0.5921	NPC41216
Remote Similarity	0.5915	NPC288349
Remote Similarity	0.5913	NPC16249
Remote Similarity	0.5907	NPC288110
Remote Similarity	0.5897	NPC217903
Remote Similarity	0.5896	NPC58209
Remote Similarity	0.589	NPC244425
Remote Similarity	0.589	NPC15384
Remote Similarity	0.5889	NPC165964
Remote Similarity	0.5889	NPC10904
Remote Similarity	0.5882	NPC45389
Remote Similarity	0.588	NPC316224
Remote Similarity	0.588	NPC188400
Remote Similarity	0.5878	NPC141053
Remote Similarity	0.5875	NPC476827
Remote Similarity	0.5875	NPC476831
Remote Similarity	0.5875	NPC476826
Remote Similarity	0.5874	NPC260909
Remote Similarity	0.5872	NPC16066
Remote Similarity	0.5872	NPC320394
Remote Similarity	0.5871	NPC324445
Remote Similarity	0.5868	NPC325683
Remote Similarity	0.5855	NPC116178
Remote Similarity	0.5851	NPC476830
Remote Similarity	0.5851	NPC477219
Remote Similarity	0.5851	NPC97746
Remote Similarity	0.5841	NPC472284
Remote Similarity	0.584	NPC471979
Remote Similarity	0.5837	NPC196718
Remote Similarity	0.5833	NPC475533
Remote Similarity	0.5833	NPC243756
Remote Similarity	0.583	NPC473833
Remote Similarity	0.583	NPC471080
Remote Similarity	0.583	NPC469592
Remote Similarity	0.5826	NPC37924
Remote Similarity	0.581	NPC324619
Remote Similarity	0.581	NPC475315
Remote Similarity	0.581	NPC161801
Remote Similarity	0.5809	NPC205372
Remote Similarity	0.5808	NPC295898
Remote Similarity	0.5805	NPC122106
Remote Similarity	0.5805	NPC314817
Remote Similarity	0.5805	NPC66191
Remote Similarity	0.5805	NPC316297
Remote Similarity	0.5802	NPC476828
Remote Similarity	0.5801	NPC277350
Remote Similarity	0.5798	NPC77777
Remote Similarity	0.5798	NPC469594
Remote Similarity	0.5798	NPC326930
Remote Similarity	0.5798	NPC475301
Remote Similarity	0.5798	NPC53255
Remote Similarity	0.5798	NPC131885
Remote Similarity	0.5798	NPC49195
Remote Similarity	0.5798	NPC85879
Remote Similarity	0.5797	NPC315257
Remote Similarity	0.5792	NPC99724
Remote Similarity	0.5789	NPC320064
Remote Similarity	0.5787	NPC283152
Remote Similarity	0.5782	NPC254700
Remote Similarity	0.578	NPC288305
Remote Similarity	0.5775	NPC13603
Remote Similarity	0.5774	NPC298436
Remote Similarity	0.5773	NPC315542
Remote Similarity	0.5772	NPC102593
Remote Similarity	0.5772	NPC322800
Remote Similarity	0.5772	NPC168135
Remote Similarity	0.5771	NPC112937
Remote Similarity	0.5768	NPC148124
Remote Similarity	0.5766	NPC473187
Remote Similarity	0.5764	NPC214368
Remote Similarity	0.5763	NPC321166
Remote Similarity	0.5759	NPC473004
Remote Similarity	0.5758	NPC210256
Remote Similarity	0.5756	NPC314223
Remote Similarity	0.5756	NPC154602
Remote Similarity	0.5753	NPC258048
Remote Similarity	0.5751	NPC287208
Remote Similarity	0.575	NPC54066
Remote Similarity	0.5745	NPC471532
Remote Similarity	0.5742	NPC133609
Remote Similarity	0.5742	NPC67401
Remote Similarity	0.5738	NPC473458
Remote Similarity	0.5734	NPC475685
Remote Similarity	0.5733	NPC477161
Remote Similarity	0.5732	NPC299035
Remote Similarity	0.5732	NPC314270
Remote Similarity	0.5732	NPC177432
Remote Similarity	0.5728	NPC285381
Remote Similarity	0.5727	NPC314948
Remote Similarity	0.5727	NPC478049
Remote Similarity	0.5726	NPC471561
Remote Similarity	0.5726	NPC477160
Remote Similarity	0.5725	NPC328928
Remote Similarity	0.5725	NPC237901
Remote Similarity	0.5725	NPC195788
Remote Similarity	0.572	NPC189079
Remote Similarity	0.5714	NPC124300
Remote Similarity	0.5714	NPC274982
Remote Similarity	0.5714	NPC220560
Remote Similarity	0.5709	NPC477218
Remote Similarity	0.5708	NPC474905
Remote Similarity	0.5708	NPC198401
Remote Similarity	0.5708	NPC270301
Remote Similarity	0.5708	NPC243626
Remote Similarity	0.5708	NPC198160
Remote Similarity	0.5708	NPC469479
Remote Similarity	0.5708	NPC315804
Remote Similarity	0.5708	NPC116096
Remote Similarity	0.5708	NPC313804
Remote Similarity	0.5703	NPC291173
Remote Similarity	0.5702	NPC239954
Remote Similarity	0.5702	NPC127085
Remote Similarity	0.5701	NPC196091
Remote Similarity	0.5699	NPC196449
Remote Similarity	0.5699	NPC314222
Remote Similarity	0.5697	NPC168922
Remote Similarity	0.5697	NPC26928
Remote Similarity	0.5693	NPC314186
Remote Similarity	0.5692	NPC291609
Remote Similarity	0.5692	NPC75179
Remote Similarity	0.5692	NPC160100
Remote Similarity	0.569	NPC87714
Remote Similarity	0.569	NPC126556
Remote Similarity	0.5687	NPC177404
Remote Similarity	0.5687	NPC35510
Remote Similarity	0.5687	NPC253667
Remote Similarity	0.5684	NPC330683
Remote Similarity	0.5684	NPC329567
Remote Similarity	0.5683	NPC97100
Remote Similarity	0.5683	NPC473375
Remote Similarity	0.5682	NPC470903
Remote Similarity	0.5682	NPC470112
Remote Similarity	0.5682	NPC167763
Remote Similarity	0.5678	NPC146418
Remote Similarity	0.5673	NPC248903
Remote Similarity	0.5673	NPC471513
Remote Similarity	0.5673	NPC140296
Remote Similarity	0.5673	NPC186351
Remote Similarity	0.5672	NPC153452
Remote Similarity	0.5672	NPC50562
Remote Similarity	0.5668	NPC217176
Remote Similarity	0.5668	NPC290069
Remote Similarity	0.5668	NPC129624
Remote Similarity	0.5664	NPC471825
Remote Similarity	0.5662	NPC317010

Drug Structure

NPD4392 OpenBabel08211705262D 35 38 0 0 1 0 0 0 0 0999 V2000 7.0358 2.8726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9018 1.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9018 3.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7679 1.8726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3038 -0.1274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4377 1.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4672 -1.1219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4999 1.8726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0823 -2.2433 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0358 1.8726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4377 0.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4890 -1.3298 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.1698 0.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3038 1.8726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4999 2.8726 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5000 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1698 1.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6339 3.3726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6582 0.2794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0358 -0.1274 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.3038 2.8726 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7679 2.8726 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5717 -0.1274 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 11.3659 1.3726 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.3659 3.3726 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6339 4.3726 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4503 1.2575 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0878 -2.3479 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 1.9890 -0.4638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.2320 1.8726 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.3659 4.3726 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 12 2 0 0 0 0 2 5 1 0 0 0 0 2 12 1 0 0 0 0 3 6 2 0 0 0 0 3 18 1 0 0 0 0 4 25 1 0 0 0 0 5 25 1 0 0 0 0 6 32 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 8 13 1 0 0 0 0 8 16 2 0 0 0 0 9 14 1 0 0 0 0 9 26 1 0 0 0 0 10 27 1 0 0 0 0 11 31 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 11 1 6 0 0 0 14 33 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 10 1 1 0 0 0 17 20 1 0 0 0 0 17 28 1 0 0 0 0 18 24 2 0 0 0 0 18 31 1 0 0 0 0 20 25 1 0 0 0 0 20 29 2 0 0 0 0 21 26 1 0 0 0 0 21 30 2 0 0 0 0 21 33 1 0 0 0 0 24 32 1 0 0 0 0 27 34 1 0 0 0 0 28 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005779
DrugBank	DB04850
ChEMBL	CHEMBL131854
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	252260-06-3

Drug Properties

Molecular Weight	465.13
ALogP	-0.6099
MLogP	2.45
XLogP	0.444
HDA	7
HBD	2
Rotatable Bonds	12
TPSA	125.57
RO5 Violation	0