NPASS drugs

Drug Information

Drug ID:	NPD2585
Drug Name:
Molecular Formula:	C17H22N2O4S
Canonical SMILES:	OC(=O)[C@@H]1CCCN1C(=O)[C@@H](N=C([C@H](Cc1ccccc1)S)O)C
Standard InCHI:	InChI=1S/C17H22N2O4S/c1-11(16(21)19-9-5-8-13(19)17(22)23)18-15(20)14(24)10-12-6-3-2-4-7-12/h2-4,6-7,11,13-14,24H,5,8-10H2,1H3,(H,18,20)(H,22,23)/t11-,13-,14-/m0/s1
Standard InCHIKey:	YSFYVNRABGRTNY-UBHSHLNASA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2585

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	76
0.1-0.2	584
0.2-0.3	3602
0.3-0.4	15341
0.4-0.5	9250
0.5-0.6	1535
0.6-0.7	338
0.7-0.8	137
0.8-0.85	26
0.85-0.9	1
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
High Similarity	0.8672	NPC300315
Intermediate Similarity	0.8492	NPC6975
Intermediate Similarity	0.8456	NPC322878
Intermediate Similarity	0.84	NPC200964
Intermediate Similarity	0.8358	NPC89489
Intermediate Similarity	0.8333	NPC202521
Intermediate Similarity	0.8321	NPC130309
Intermediate Similarity	0.8309	NPC468984
Intermediate Similarity	0.8254	NPC476990
Intermediate Similarity	0.8226	NPC285926
Intermediate Similarity	0.8226	NPC315276
Intermediate Similarity	0.8226	NPC14672
Intermediate Similarity	0.8168	NPC473322
Intermediate Similarity	0.816	NPC470545
Intermediate Similarity	0.8148	NPC471264
Intermediate Similarity	0.8148	NPC471265
Intermediate Similarity	0.8125	NPC252878
Intermediate Similarity	0.8116	NPC315283
Intermediate Similarity	0.8116	NPC314388
Intermediate Similarity	0.8095	NPC470546
Intermediate Similarity	0.808	NPC470544
Intermediate Similarity	0.8062	NPC46427
Intermediate Similarity	0.8058	NPC316008
Intermediate Similarity	0.8058	NPC315266
Intermediate Similarity	0.8058	NPC313867
Intermediate Similarity	0.8045	NPC255447
Intermediate Similarity	0.8	NPC314358
Intermediate Similarity	0.7971	NPC269398
Intermediate Similarity	0.7971	NPC263493
Intermediate Similarity	0.7956	NPC98424
Intermediate Similarity	0.7956	NPC470884
Intermediate Similarity	0.7956	NPC178662
Intermediate Similarity	0.7956	NPC92784
Intermediate Similarity	0.7956	NPC476133
Intermediate Similarity	0.7937	NPC239357
Intermediate Similarity	0.7929	NPC209509
Intermediate Similarity	0.7929	NPC5620
Intermediate Similarity	0.792	NPC33742
Intermediate Similarity	0.7914	NPC161069
Intermediate Similarity	0.7907	NPC71684
Intermediate Similarity	0.7899	NPC239762
Intermediate Similarity	0.7899	NPC163392
Intermediate Similarity	0.7868	NPC248283
Intermediate Similarity	0.7857	NPC476978
Intermediate Similarity	0.7857	NPC52748
Intermediate Similarity	0.784	NPC276949
Intermediate Similarity	0.784	NPC35850
Intermediate Similarity	0.7836	NPC200589
Intermediate Similarity	0.7832	NPC2501
Intermediate Similarity	0.7803	NPC101719
Intermediate Similarity	0.7794	NPC287401
Intermediate Similarity	0.7786	NPC175726
Intermediate Similarity	0.7786	NPC474082
Intermediate Similarity	0.7761	NPC111428
Intermediate Similarity	0.7746	NPC262077
Intermediate Similarity	0.7727	NPC222466
Intermediate Similarity	0.7708	NPC129666
Intermediate Similarity	0.7692	NPC138775
Intermediate Similarity	0.7692	NPC225648
Intermediate Similarity	0.7692	NPC145113
Intermediate Similarity	0.7692	NPC329761
Intermediate Similarity	0.7676	NPC471680
Intermediate Similarity	0.7671	NPC122590
Intermediate Similarity	0.7639	NPC240848
Intermediate Similarity	0.7639	NPC105717
Intermediate Similarity	0.7639	NPC471820
Intermediate Similarity	0.7639	NPC471821
Intermediate Similarity	0.7626	NPC68865
Intermediate Similarity	0.7626	NPC127741
Intermediate Similarity	0.7594	NPC22746
Intermediate Similarity	0.7586	NPC283783
Intermediate Similarity	0.7571	NPC132636
Intermediate Similarity	0.7569	NPC311658
Intermediate Similarity	0.7556	NPC319766
Intermediate Similarity	0.7518	NPC476259
Intermediate Similarity	0.7483	NPC162104
Intermediate Similarity	0.7467	NPC197743
Intermediate Similarity	0.7467	NPC297145
Intermediate Similarity	0.7466	NPC13470
Intermediate Similarity	0.7465	NPC168113
Intermediate Similarity	0.7464	NPC246079
Intermediate Similarity	0.745	NPC469903
Intermediate Similarity	0.7432	NPC286551
Intermediate Similarity	0.7419	NPC327481
Intermediate Similarity	0.7415	NPC7817
Intermediate Similarity	0.7415	NPC475168
Intermediate Similarity	0.7413	NPC77905
Intermediate Similarity	0.7413	NPC139326
Intermediate Similarity	0.7413	NPC176226
Intermediate Similarity	0.7413	NPC197682
Intermediate Similarity	0.7372	NPC469666
Intermediate Similarity	0.7368	NPC469902
Intermediate Similarity	0.7357	NPC141050
Intermediate Similarity	0.7355	NPC12730
Intermediate Similarity	0.7351	NPC324850
Intermediate Similarity	0.7344	NPC474584
Intermediate Similarity	0.7343	NPC469427
Intermediate Similarity	0.7343	NPC469426
Intermediate Similarity	0.7329	NPC16188
Intermediate Similarity	0.7324	NPC313694
Intermediate Similarity	0.7324	NPC242159
Intermediate Similarity	0.7315	NPC261934
Intermediate Similarity	0.7315	NPC262166
Intermediate Similarity	0.7315	NPC473341
Intermediate Similarity	0.7315	NPC5194
Intermediate Similarity	0.7273	NPC322598
Intermediate Similarity	0.7267	NPC470902
Intermediate Similarity	0.7237	NPC323336
Intermediate Similarity	0.7237	NPC326349
Intermediate Similarity	0.7233	NPC317362
Intermediate Similarity	0.7233	NPC326407
Intermediate Similarity	0.7233	NPC318930
Intermediate Similarity	0.7233	NPC317725
Intermediate Similarity	0.7222	NPC476989
Intermediate Similarity	0.7188	NPC319579
Intermediate Similarity	0.7177	NPC164859
Intermediate Similarity	0.7153	NPC268841
Intermediate Similarity	0.7153	NPC46098
Intermediate Similarity	0.7153	NPC307357
Intermediate Similarity	0.7143	NPC469901
Intermediate Similarity	0.7143	NPC471527
Intermediate Similarity	0.7133	NPC233702
Intermediate Similarity	0.7132	NPC329011
Intermediate Similarity	0.7101	NPC477937
Intermediate Similarity	0.7095	NPC135121
Intermediate Similarity	0.7089	NPC469904
Intermediate Similarity	0.7089	NPC473000
Intermediate Similarity	0.7086	NPC202198
Intermediate Similarity	0.7086	NPC56685
Intermediate Similarity	0.7078	NPC62104
Intermediate Similarity	0.7078	NPC469898
Intermediate Similarity	0.7078	NPC1390
Intermediate Similarity	0.7075	NPC477217
Intermediate Similarity	0.7075	NPC201244
Intermediate Similarity	0.7068	NPC254088
Intermediate Similarity	0.7068	NPC169328
Intermediate Similarity	0.7063	NPC314835
Intermediate Similarity	0.7063	NPC67043
Intermediate Similarity	0.7051	NPC471053
Intermediate Similarity	0.7051	NPC471051
Intermediate Similarity	0.7051	NPC471052
Intermediate Similarity	0.7045	NPC197470
Intermediate Similarity	0.7044	NPC475123
Intermediate Similarity	0.7044	NPC475204
Intermediate Similarity	0.7039	NPC473002
Intermediate Similarity	0.7037	NPC302169
Intermediate Similarity	0.7037	NPC27833
Intermediate Similarity	0.7032	NPC473003
Intermediate Similarity	0.7027	NPC81026
Intermediate Similarity	0.7015	NPC220698
Intermediate Similarity	0.7015	NPC314992
Intermediate Similarity	0.7015	NPC310467
Intermediate Similarity	0.7015	NPC237420
Intermediate Similarity	0.7008	NPC130898
Intermediate Similarity	0.7008	NPC474804
Intermediate Similarity	0.7008	NPC474973
Intermediate Similarity	0.7006	NPC210377
Intermediate Similarity	0.7006	NPC5719
Intermediate Similarity	0.7006	NPC22883
Intermediate Similarity	0.7006	NPC217804
Intermediate Similarity	0.7006	NPC472923
Intermediate Similarity	0.7006	NPC4910
Intermediate Similarity	0.7006	NPC63931
Intermediate Similarity	0.7	NPC475013
Remote Similarity	0.6993	NPC476268
Remote Similarity	0.698	NPC83790
Remote Similarity	0.698	NPC128237
Remote Similarity	0.6967	NPC25565
Remote Similarity	0.6962	NPC61004
Remote Similarity	0.6962	NPC15068
Remote Similarity	0.6959	NPC266741
Remote Similarity	0.6957	NPC137627
Remote Similarity	0.6954	NPC473491
Remote Similarity	0.6951	NPC153554
Remote Similarity	0.6949	NPC325441
Remote Similarity	0.6929	NPC143516
Remote Similarity	0.6929	NPC473418
Remote Similarity	0.6918	NPC63040
Remote Similarity	0.6914	NPC26108
Remote Similarity	0.6911	NPC475439
Remote Similarity	0.6911	NPC473501
Remote Similarity	0.6908	NPC300443
Remote Similarity	0.6905	NPC329731
Remote Similarity	0.6894	NPC476048
Remote Similarity	0.6883	NPC473580
Remote Similarity	0.6875	NPC45033
Remote Similarity	0.6875	NPC315388
Remote Similarity	0.6871	NPC469900
Remote Similarity	0.6866	NPC2265
Remote Similarity	0.6857	NPC136453
Remote Similarity	0.6853	NPC325479
Remote Similarity	0.6833	NPC258627
Remote Similarity	0.6829	NPC473001
Remote Similarity	0.6818	NPC39431
Remote Similarity	0.6813	NPC302597
Remote Similarity	0.6813	NPC141957
Remote Similarity	0.6813	NPC294516
Remote Similarity	0.6813	NPC107938
Remote Similarity	0.681	NPC477462
Remote Similarity	0.6809	NPC105114

Drug Structure

NPD2585 OpenBabel08211702172D 27 28 0 0 1 0 0 0 0 0999 V2000 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 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 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 1 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1215 1.3849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 1.7321 2.0000 0.0000 O 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 -0.3783 2.0540 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0725 1.6939 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2804 2.6720 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 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 12 2 0 0 0 0 7 12 1 0 0 0 0 8 13 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 11 1 1 1 0 0 0 11 16 1 0 0 0 0 11 18 1 0 0 0 0 13 17 1 1 0 0 0 13 19 1 0 0 0 0 14 10 1 1 0 0 0 14 15 1 0 0 0 0 14 24 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 20 25 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005874
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9998020
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.13
ALogP	-1.3672
MLogP	2.56
XLogP	3.423
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	129
RO5 Violation	0