NPASS drugs

Drug Information

Drug ID:	NPD4596
Drug Name:	WCK-1152
Molecular Formula:	C21H26FN3O4
Canonical SMILES:	COc1c(N2CC[C@@H](C(C2)(C)C)N)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
Standard InCHI:	InChI=1S/C21H26FN3O4/c1-21(2)10-24(7-6-15(21)23)17-14(22)8-12-16(19(17)29-3)25(11-4-5-11)9-13(18(12)26)20(27)28/h8-9,11,15H,4-7,10,23H2,1-3H3,(H,27,28)/t15-/m0/s1
Standard InCHIKey:	PMBHAWNZPPNADR-HNNXBMFYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4596

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	247
0.1-0.2	1486
0.2-0.3	5980
0.3-0.4	6958
0.4-0.5	10450
0.5-0.6	5288
0.6-0.7	441
0.7-0.8	38
0.8-0.85	0
0.85-0.9	0
0.9-0.95	2
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
High Similarity	0.9115	NPC329567
High Similarity	0.9115	NPC330683
Intermediate Similarity	0.7926	NPC292265
Intermediate Similarity	0.7635	NPC138615
Intermediate Similarity	0.7635	NPC132874
Intermediate Similarity	0.7635	NPC218733
Intermediate Similarity	0.7635	NPC265642
Intermediate Similarity	0.7633	NPC195787
Intermediate Similarity	0.7633	NPC246140
Intermediate Similarity	0.7429	NPC478075
Intermediate Similarity	0.7371	NPC318183
Intermediate Similarity	0.7356	NPC469732
Intermediate Similarity	0.7321	NPC1464
Intermediate Similarity	0.7313	NPC87391
Intermediate Similarity	0.7291	NPC5630
Intermediate Similarity	0.7264	NPC316141
Intermediate Similarity	0.725	NPC314659
Intermediate Similarity	0.72	NPC197335
Intermediate Similarity	0.7183	NPC212123
Intermediate Similarity	0.7171	NPC22476
Intermediate Similarity	0.7163	NPC474366
Intermediate Similarity	0.7163	NPC269449
Intermediate Similarity	0.7143	NPC30749
Intermediate Similarity	0.7129	NPC112937
Intermediate Similarity	0.7098	NPC93653
Intermediate Similarity	0.7097	NPC119722
Intermediate Similarity	0.7089	NPC87714
Intermediate Similarity	0.7087	NPC203628
Intermediate Similarity	0.7059	NPC222046
Intermediate Similarity	0.7054	NPC19175
Intermediate Similarity	0.7054	NPC115588
Intermediate Similarity	0.7045	NPC126556
Intermediate Similarity	0.7033	NPC303214
Intermediate Similarity	0.7032	NPC176113
Intermediate Similarity	0.703	NPC270301
Intermediate Similarity	0.703	NPC472163
Intermediate Similarity	0.7028	NPC232600
Intermediate Similarity	0.7018	NPC305542
Intermediate Similarity	0.7009	NPC475147
Intermediate Similarity	0.7	NPC8467
Remote Similarity	0.6996	NPC7560
Remote Similarity	0.6986	NPC114468
Remote Similarity	0.6976	NPC262725
Remote Similarity	0.6974	NPC257763
Remote Similarity	0.6968	NPC195636
Remote Similarity	0.6967	NPC100863
Remote Similarity	0.6955	NPC148391
Remote Similarity	0.6947	NPC241392
Remote Similarity	0.6946	NPC116096
Remote Similarity	0.6941	NPC127996
Remote Similarity	0.694	NPC151171
Remote Similarity	0.6937	NPC77777
Remote Similarity	0.6926	NPC291173
Remote Similarity	0.6919	NPC41488
Remote Similarity	0.6916	NPC13249
Remote Similarity	0.6895	NPC218303
Remote Similarity	0.6881	NPC475133
Remote Similarity	0.6878	NPC2905
Remote Similarity	0.6875	NPC476069
Remote Similarity	0.6872	NPC301163
Remote Similarity	0.6867	NPC301501
Remote Similarity	0.6861	NPC134702
Remote Similarity	0.6847	NPC234772
Remote Similarity	0.6844	NPC76478
Remote Similarity	0.6844	NPC118189
Remote Similarity	0.6844	NPC128476
Remote Similarity	0.6842	NPC471513
Remote Similarity	0.683	NPC288110
Remote Similarity	0.6828	NPC122886
Remote Similarity	0.6818	NPC299582
Remote Similarity	0.6802	NPC189661
Remote Similarity	0.6798	NPC127082
Remote Similarity	0.6798	NPC285254
Remote Similarity	0.6797	NPC139373
Remote Similarity	0.6792	NPC170333
Remote Similarity	0.6787	NPC470481
Remote Similarity	0.6787	NPC470482
Remote Similarity	0.6786	NPC182853
Remote Similarity	0.6783	NPC477397
Remote Similarity	0.6783	NPC223242
Remote Similarity	0.6781	NPC154922
Remote Similarity	0.678	NPC469451
Remote Similarity	0.6779	NPC21425
Remote Similarity	0.6766	NPC469450
Remote Similarity	0.6762	NPC1820
Remote Similarity	0.6757	NPC268223
Remote Similarity	0.6743	NPC477161
Remote Similarity	0.6732	NPC5167
Remote Similarity	0.6732	NPC85613
Remote Similarity	0.6723	NPC208522
Remote Similarity	0.6723	NPC329932
Remote Similarity	0.6717	NPC293458
Remote Similarity	0.6715	NPC97584
Remote Similarity	0.6711	NPC87560
Remote Similarity	0.6709	NPC469452
Remote Similarity	0.6699	NPC14994
Remote Similarity	0.6698	NPC203972
Remote Similarity	0.6684	NPC144691
Remote Similarity	0.6682	NPC316282
Remote Similarity	0.6651	NPC206109
Remote Similarity	0.6651	NPC114039
Remote Similarity	0.665	NPC283810
Remote Similarity	0.6639	NPC113455
Remote Similarity	0.6639	NPC477395
Remote Similarity	0.6637	NPC195120
Remote Similarity	0.6635	NPC45389
Remote Similarity	0.6635	NPC474059
Remote Similarity	0.6623	NPC473458
Remote Similarity	0.6621	NPC268077
Remote Similarity	0.6621	NPC133156
Remote Similarity	0.6621	NPC301292
Remote Similarity	0.6621	NPC313112
Remote Similarity	0.661	NPC131977
Remote Similarity	0.6608	NPC475609
Remote Similarity	0.6605	NPC161804
Remote Similarity	0.66	NPC204867
Remote Similarity	0.6596	NPC160113
Remote Similarity	0.6596	NPC476220
Remote Similarity	0.6592	NPC220241
Remote Similarity	0.6592	NPC295479
Remote Similarity	0.6589	NPC469816
Remote Similarity	0.6589	NPC469815
Remote Similarity	0.6584	NPC223595
Remote Similarity	0.6584	NPC167724
Remote Similarity	0.6584	NPC224970
Remote Similarity	0.6584	NPC33507
Remote Similarity	0.6581	NPC49547
Remote Similarity	0.6579	NPC118154
Remote Similarity	0.6579	NPC157983
Remote Similarity	0.6575	NPC41216
Remote Similarity	0.6575	NPC207971
Remote Similarity	0.657	NPC98416
Remote Similarity	0.6569	NPC469722
Remote Similarity	0.6566	NPC123241
Remote Similarity	0.6566	NPC61013
Remote Similarity	0.6564	NPC184408
Remote Similarity	0.6556	NPC120239
Remote Similarity	0.6547	NPC25961
Remote Similarity	0.654	NPC314702
Remote Similarity	0.6535	NPC476569
Remote Similarity	0.6535	NPC127362
Remote Similarity	0.6533	NPC36495
Remote Similarity	0.6533	NPC193410
Remote Similarity	0.653	NPC15987
Remote Similarity	0.6526	NPC25401
Remote Similarity	0.6526	NPC28510
Remote Similarity	0.6515	NPC477393
Remote Similarity	0.6514	NPC138830
Remote Similarity	0.6512	NPC230313
Remote Similarity	0.6509	NPC476436
Remote Similarity	0.6508	NPC319645
Remote Similarity	0.6507	NPC159963
Remote Similarity	0.6502	NPC477160
Remote Similarity	0.65	NPC248117
Remote Similarity	0.6498	NPC71124
Remote Similarity	0.649	NPC166169
Remote Similarity	0.6488	NPC73280
Remote Similarity	0.6486	NPC198160
Remote Similarity	0.6485	NPC476258
Remote Similarity	0.6485	NPC304837
Remote Similarity	0.6481	NPC74575
Remote Similarity	0.6481	NPC125924
Remote Similarity	0.6481	NPC470480
Remote Similarity	0.6473	NPC186669
Remote Similarity	0.6466	NPC231924
Remote Similarity	0.6466	NPC477394
Remote Similarity	0.6461	NPC477396
Remote Similarity	0.646	NPC321166
Remote Similarity	0.6455	NPC288759
Remote Similarity	0.6455	NPC474077
Remote Similarity	0.6453	NPC274640
Remote Similarity	0.6452	NPC470021
Remote Similarity	0.6442	NPC99043
Remote Similarity	0.6442	NPC218594
Remote Similarity	0.6441	NPC158551
Remote Similarity	0.644	NPC43477
Remote Similarity	0.6438	NPC470018
Remote Similarity	0.6437	NPC185172
Remote Similarity	0.6435	NPC198401
Remote Similarity	0.6432	NPC298449
Remote Similarity	0.6429	NPC470317
Remote Similarity	0.6422	NPC234933
Remote Similarity	0.6419	NPC226708
Remote Similarity	0.6417	NPC41501
Remote Similarity	0.6416	NPC116178
Remote Similarity	0.6411	NPC70092
Remote Similarity	0.641	NPC315829
Remote Similarity	0.6409	NPC471489
Remote Similarity	0.6406	NPC470023
Remote Similarity	0.6398	NPC302235
Remote Similarity	0.6396	NPC163829
Remote Similarity	0.6396	NPC314223
Remote Similarity	0.6396	NPC470484
Remote Similarity	0.6393	NPC90358
Remote Similarity	0.6393	NPC5374
Remote Similarity	0.6393	NPC241263
Remote Similarity	0.6393	NPC107828
Remote Similarity	0.6389	NPC470485
Remote Similarity	0.6389	NPC254957
Remote Similarity	0.6388	NPC39500

Drug Structure

NPD4596 OpenBabel08211705262D 32 35 0 0 1 0 0 0 0 0999 V2000 -1.8910 -2.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5220 -1.8827 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 2.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 -1.8660 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 0.5000 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 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 1.7321 -1.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 1 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 -0.8660 0.5000 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 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 -1.7321 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 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 1.7321 -0.0000 0.0000 N 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 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 29 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 6 15 1 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 8 14 1 0 0 0 0 9 13 2 0 0 0 0 9 25 1 0 0 0 0 10 21 1 0 0 0 0 10 24 1 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 21 1 0 0 0 0 15 23 1 1 0 0 0 16 19 2 0 0 0 0 16 25 1 0 0 0 0 17 19 1 0 0 0 0 17 24 1 0 0 0 0 18 26 2 0 0 0 0 19 29 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010008
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	403.19
ALogP	-1.0754
MLogP	2.89
XLogP	2.599
HDA	6
HBD	2
Rotatable Bonds	10
TPSA	96.1
RO5 Violation	0