NPASS drugs

Drug Information

Drug ID:	NPD5298
Drug Name:
Molecular Formula:	C22H31N3O5S
Canonical SMILES:	CCOC(=O)[C@@H](N[C@H](C(=O)N1N=C(S[C@H]1C(=O)O)C(C)(C)C)C)CCc1ccccc1
Standard InCHI:	InChI=1S/C22H31N3O5S/c1-6-30-20(29)16(13-12-15-10-8-7-9-11-15)23-14(2)17(26)25-18(19(27)28)31-21(24-25)22(3,4)5/h7-11,14,16,18,23H,6,12-13H2,1-5H3,(H,27,28)/t14-,16-,18-/m0/s1
Standard InCHIKey:	FTYVYAGWBXTWTN-ZVZYQTTQSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5298

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	80
0.1-0.2	689
0.2-0.3	3362
0.3-0.4	16567
0.4-0.5	8834
0.5-0.6	1068
0.6-0.7	260
0.7-0.8	30
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	0.7667	NPC468984
Intermediate Similarity	0.7532	NPC105717
Intermediate Similarity	0.7372	NPC283783
Intermediate Similarity	0.7342	NPC286551
Intermediate Similarity	0.7226	NPC322878
Intermediate Similarity	0.7208	NPC161069
Intermediate Similarity	0.716	NPC317362
Intermediate Similarity	0.716	NPC318930
Intermediate Similarity	0.716	NPC326407
Intermediate Similarity	0.716	NPC317725
Intermediate Similarity	0.7153	NPC71684
Intermediate Similarity	0.7152	NPC13470
Intermediate Similarity	0.7143	NPC263493
Intermediate Similarity	0.7143	NPC269398
Intermediate Similarity	0.7124	NPC132636
Intermediate Similarity	0.7124	NPC89489
Intermediate Similarity	0.7115	NPC5620
Intermediate Similarity	0.7114	NPC300315
Intermediate Similarity	0.7025	NPC145113
Intermediate Similarity	0.7025	NPC138775
Intermediate Similarity	0.702	NPC246079
Intermediate Similarity	0.7013	NPC92784
Intermediate Similarity	0.7013	NPC470884
Intermediate Similarity	0.7013	NPC476133
Intermediate Similarity	0.7013	NPC178662
Intermediate Similarity	0.7013	NPC98424
Intermediate Similarity	0.7007	NPC222466
Intermediate Similarity	0.7006	NPC471680
Intermediate Similarity	0.7006	NPC315266
Intermediate Similarity	0.7006	NPC209509
Remote Similarity	0.6987	NPC139326
Remote Similarity	0.6985	NPC67043
Remote Similarity	0.6972	NPC197470
Remote Similarity	0.6966	NPC302169
Remote Similarity	0.6959	NPC101719
Remote Similarity	0.6948	NPC471264
Remote Similarity	0.6948	NPC68865
Remote Similarity	0.6948	NPC471265
Remote Similarity	0.6948	NPC127741
Remote Similarity	0.6943	NPC52748
Remote Similarity	0.6943	NPC476978
Remote Similarity	0.6937	NPC129666
Remote Similarity	0.6937	NPC2501
Remote Similarity	0.6918	NPC329761
Remote Similarity	0.6918	NPC225648
Remote Similarity	0.6894	NPC7817
Remote Similarity	0.6894	NPC475168
Remote Similarity	0.6879	NPC474584
Remote Similarity	0.6879	NPC197682
Remote Similarity	0.6875	NPC471820
Remote Similarity	0.6875	NPC471821
Remote Similarity	0.6859	NPC239762
Remote Similarity	0.6859	NPC163392
Remote Similarity	0.6854	NPC329731
Remote Similarity	0.6854	NPC4910
Remote Similarity	0.6835	NPC314388
Remote Similarity	0.6835	NPC315283
Remote Similarity	0.6824	NPC6975
Remote Similarity	0.6815	NPC168113
Remote Similarity	0.681	NPC122590
Remote Similarity	0.681	NPC473341
Remote Similarity	0.68	NPC136453
Remote Similarity	0.68	NPC477937
Remote Similarity	0.6792	NPC313867
Remote Similarity	0.6792	NPC316008
Remote Similarity	0.6772	NPC176226
Remote Similarity	0.6768	NPC470902
Remote Similarity	0.6766	NPC471527
Remote Similarity	0.6759	NPC470545
Remote Similarity	0.6759	NPC169328
Remote Similarity	0.6755	NPC152850
Remote Similarity	0.6755	NPC89923
Remote Similarity	0.6755	NPC105114
Remote Similarity	0.6755	NPC71933
Remote Similarity	0.6755	NPC239990
Remote Similarity	0.6752	NPC307357
Remote Similarity	0.6752	NPC46098
Remote Similarity	0.6752	NPC268841
Remote Similarity	0.675	NPC314358
Remote Similarity	0.675	NPC262077
Remote Similarity	0.6747	NPC197743
Remote Similarity	0.6747	NPC297145
Remote Similarity	0.674	NPC477526
Remote Similarity	0.6738	NPC319579
Remote Similarity	0.6735	NPC200964
Remote Similarity	0.6713	NPC276949
Remote Similarity	0.6713	NPC35850
Remote Similarity	0.6712	NPC470546
Remote Similarity	0.6712	NPC314992
Remote Similarity	0.6712	NPC310467
Remote Similarity	0.6711	NPC35996
Remote Similarity	0.6711	NPC473322
Remote Similarity	0.6711	NPC111428
Remote Similarity	0.671	NPC248283
Remote Similarity	0.6709	NPC469426
Remote Similarity	0.6709	NPC469427
Remote Similarity	0.6708	NPC135121
Remote Similarity	0.6707	NPC1390
Remote Similarity	0.6707	NPC62104
Remote Similarity	0.6691	NPC327481
Remote Similarity	0.669	NPC329011
Remote Similarity	0.669	NPC470544
Remote Similarity	0.6689	NPC202521
Remote Similarity	0.6687	NPC201244
Remote Similarity	0.6687	NPC477217
Remote Similarity	0.6667	NPC33742
Remote Similarity	0.6667	NPC22746
Remote Similarity	0.6667	NPC314835
Remote Similarity	0.6667	NPC240848
Remote Similarity	0.6647	NPC217804
Remote Similarity	0.6647	NPC210377
Remote Similarity	0.6647	NPC22883
Remote Similarity	0.6647	NPC5719
Remote Similarity	0.6646	NPC476259
Remote Similarity	0.6646	NPC162104
Remote Similarity	0.663	NPC184933
Remote Similarity	0.663	NPC59827
Remote Similarity	0.6627	NPC469903
Remote Similarity	0.6623	NPC157311
Remote Similarity	0.6623	NPC130309
Remote Similarity	0.6622	NPC476990
Remote Similarity	0.661	NPC153554
Remote Similarity	0.6608	NPC15068
Remote Similarity	0.6605	NPC311658
Remote Similarity	0.6594	NPC164859
Remote Similarity	0.6593	NPC324569
Remote Similarity	0.6581	NPC8761
Remote Similarity	0.6581	NPC44805
Remote Similarity	0.6575	NPC14672
Remote Similarity	0.6575	NPC315276
Remote Similarity	0.6575	NPC239357
Remote Similarity	0.6575	NPC2265
Remote Similarity	0.6575	NPC285926
Remote Similarity	0.657	NPC63040
Remote Similarity	0.6562	NPC77905
Remote Similarity	0.6545	NPC300443
Remote Similarity	0.6544	NPC322598
Remote Similarity	0.6536	NPC319766
Remote Similarity	0.6533	NPC252878
Remote Similarity	0.6532	NPC315388
Remote Similarity	0.6527	NPC473580
Remote Similarity	0.6524	NPC477527
Remote Similarity	0.6516	NPC255447
Remote Similarity	0.651	NPC190663
Remote Similarity	0.6503	NPC128237
Remote Similarity	0.6503	NPC83790
Remote Similarity	0.6497	NPC141050
Remote Similarity	0.649	NPC175726
Remote Similarity	0.649	NPC46427
Remote Similarity	0.649	NPC474082
Remote Similarity	0.6486	NPC237420
Remote Similarity	0.6471	NPC122493
Remote Similarity	0.6471	NPC293628
Remote Similarity	0.6471	NPC475544
Remote Similarity	0.6471	NPC10781
Remote Similarity	0.6471	NPC469902
Remote Similarity	0.6471	NPC469901
Remote Similarity	0.646	NPC57976
Remote Similarity	0.6453	NPC63931
Remote Similarity	0.645	NPC324850
Remote Similarity	0.6442	NPC314114
Remote Similarity	0.6442	NPC81026
Remote Similarity	0.6432	NPC165538
Remote Similarity	0.6424	NPC160493
Remote Similarity	0.6413	NPC122427
Remote Similarity	0.6405	NPC4974
Remote Similarity	0.64	NPC80150
Remote Similarity	0.6395	NPC471051
Remote Similarity	0.6395	NPC471052
Remote Similarity	0.6395	NPC471053
Remote Similarity	0.638	NPC266741
Remote Similarity	0.6377	NPC12730
Remote Similarity	0.6375	NPC77992
Remote Similarity	0.6374	NPC469243
Remote Similarity	0.6374	NPC299806
Remote Similarity	0.6364	NPC189908
Remote Similarity	0.6346	NPC200589
Remote Similarity	0.6337	NPC73655
Remote Similarity	0.6329	NPC287401
Remote Similarity	0.6324	NPC329961
Remote Similarity	0.6322	NPC290755
Remote Similarity	0.6322	NPC304074
Remote Similarity	0.6322	NPC471771
Remote Similarity	0.6308	NPC478005
Remote Similarity	0.6307	NPC46009
Remote Similarity	0.6299	NPC474847
Remote Similarity	0.6292	NPC477462
Remote Similarity	0.6287	NPC324081
Remote Similarity	0.6286	NPC209463
Remote Similarity	0.6282	NPC469666
Remote Similarity	0.6273	NPC477557
Remote Similarity	0.6273	NPC287358
Remote Similarity	0.6272	NPC39431
Remote Similarity	0.6268	NPC473418
Remote Similarity	0.6267	NPC220698
Remote Similarity	0.6266	NPC246913
Remote Similarity	0.6264	NPC223207
Remote Similarity	0.6257	NPC469900
Remote Similarity	0.625	NPC473000
Remote Similarity	0.625	NPC469904

Drug Structure

NPD5298 OpenBabel08211706322D 33 34 0 0 1 0 0 0 0 0999 V2000 1.7321 -6.0000 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 2.0013 2.7546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6810 3.2614 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 1.0878 2.3479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 N 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9680 -0.6994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 0.9479 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2953 1.9260 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 3 22 1 0 0 0 0 4 22 1 0 0 0 0 5 22 1 0 0 0 0 6 30 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 10 15 2 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 14 2 1 6 0 0 0 14 17 1 0 0 0 0 14 23 1 0 0 0 0 16 13 1 1 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 17 26 2 0 0 0 0 18 19 1 6 0 0 0 18 25 1 0 0 0 0 18 31 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 24 2 0 0 0 0 21 31 1 0 0 0 0 23 32 1 0 0 0 0 24 25 1 0 0 0 0 28 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006271
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.20
ALogP	0.7972
MLogP	2.89
XLogP	5.051
HDA	8
HBD	2
Rotatable Bonds	18
TPSA	133.6
RO5 Violation	2