NPASS drugs

Drug Information

Drug ID:	NPD6173
Drug Name:
Molecular Formula:	C25H23N5O6S
Canonical SMILES:	OC(=O)[C@@H]1N2C(=O)[C@H]([C@H]2SC1(C)C)N=C([C@@H](c1ccccc1)N=C(c1c[nH]c2c(c1=O)nccc2)[O-])O
Standard InCHI:	InChI=1S/C25H23N5O6S/c1-25(2)19(24(35)36)30-22(34)17(23(30)37-25)29-21(33)15(12-7-4-3-5-8-12)28-20(32)13-11-27-14-9-6-10-26-16(14)18(13)31/h3-11,15,17,19,23H,1-2H3,(H,27,31)(H,28,32)(H,29,33)(H,35,36)/p-1/t15-,17-,19+,23-/m1/s1
Standard InCHIKey:	XMQVYNAURODYCQ-SLFBBCNNSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6173

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	273
0.1-0.2	2378
0.2-0.3	10944
0.3-0.4	12477
0.4-0.5	1788
0.5-0.6	1833
0.6-0.7	1102
0.7-0.8	95
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	0.7746	NPC143325
Intermediate Similarity	0.7703	NPC202812
Intermediate Similarity	0.7556	NPC478141
Intermediate Similarity	0.7522	NPC229893
Intermediate Similarity	0.7489	NPC63279
Intermediate Similarity	0.7466	NPC153980
Intermediate Similarity	0.7466	NPC471193
Intermediate Similarity	0.7466	NPC6865
Intermediate Similarity	0.7466	NPC471194
Intermediate Similarity	0.7457	NPC297642
Intermediate Similarity	0.7421	NPC72956
Intermediate Similarity	0.7407	NPC98864
Intermediate Similarity	0.7373	NPC57398
Intermediate Similarity	0.7356	NPC46895
Intermediate Similarity	0.7349	NPC248782
Intermediate Similarity	0.7327	NPC471944
Intermediate Similarity	0.7295	NPC73994
Intermediate Similarity	0.729	NPC294693
Intermediate Similarity	0.7289	NPC471192
Intermediate Similarity	0.726	NPC317701
Intermediate Similarity	0.7235	NPC293917
Intermediate Similarity	0.7235	NPC81535
Intermediate Similarity	0.7232	NPC31385
Intermediate Similarity	0.7232	NPC110602
Intermediate Similarity	0.7232	NPC75726
Intermediate Similarity	0.723	NPC473763
Intermediate Similarity	0.723	NPC117244
Intermediate Similarity	0.7225	NPC281049
Intermediate Similarity	0.7222	NPC477516
Intermediate Similarity	0.7222	NPC165743
Intermediate Similarity	0.7212	NPC61011
Intermediate Similarity	0.7204	NPC94752
Intermediate Similarity	0.7202	NPC470497
Intermediate Similarity	0.719	NPC228835
Intermediate Similarity	0.7189	NPC470499
Intermediate Similarity	0.7189	NPC474916
Intermediate Similarity	0.7179	NPC475969
Intermediate Similarity	0.7179	NPC475859
Intermediate Similarity	0.7179	NPC474877
Intermediate Similarity	0.7175	NPC472070
Intermediate Similarity	0.717	NPC17059
Intermediate Similarity	0.7168	NPC478157
Intermediate Similarity	0.7149	NPC473239
Intermediate Similarity	0.7149	NPC472259
Intermediate Similarity	0.7137	NPC477176
Intermediate Similarity	0.7137	NPC470729
Intermediate Similarity	0.7137	NPC470730
Intermediate Similarity	0.7137	NPC147983
Intermediate Similarity	0.7137	NPC177996
Intermediate Similarity	0.7137	NPC477175
Intermediate Similarity	0.7136	NPC213629
Intermediate Similarity	0.713	NPC266249
Intermediate Similarity	0.7124	NPC476491
Intermediate Similarity	0.7115	NPC83774
Intermediate Similarity	0.7109	NPC207851
Intermediate Similarity	0.7106	NPC477177
Intermediate Similarity	0.7105	NPC477416
Intermediate Similarity	0.7103	NPC154339
Intermediate Similarity	0.7098	NPC478158
Intermediate Similarity	0.7097	NPC79356
Intermediate Similarity	0.7097	NPC102592
Intermediate Similarity	0.7083	NPC267343
Intermediate Similarity	0.7081	NPC11126
Intermediate Similarity	0.708	NPC118940
Intermediate Similarity	0.7078	NPC103361
Intermediate Similarity	0.7075	NPC311282
Intermediate Similarity	0.7072	NPC473376
Intermediate Similarity	0.7067	NPC123839
Intermediate Similarity	0.7064	NPC78767
Intermediate Similarity	0.7064	NPC473814
Intermediate Similarity	0.7059	NPC143977
Intermediate Similarity	0.7059	NPC477549
Intermediate Similarity	0.7054	NPC469578
Intermediate Similarity	0.7045	NPC121327
Intermediate Similarity	0.704	NPC472064
Intermediate Similarity	0.7033	NPC248454
Intermediate Similarity	0.7032	NPC171317
Intermediate Similarity	0.7031	NPC27041
Intermediate Similarity	0.7028	NPC477003
Intermediate Similarity	0.7024	NPC41717
Intermediate Similarity	0.7023	NPC324091
Intermediate Similarity	0.7019	NPC469529
Intermediate Similarity	0.7019	NPC469938
Intermediate Similarity	0.7018	NPC477979
Intermediate Similarity	0.7018	NPC472116
Intermediate Similarity	0.7014	NPC475506
Intermediate Similarity	0.7014	NPC191415
Intermediate Similarity	0.7009	NPC24370
Intermediate Similarity	0.7009	NPC319232
Intermediate Similarity	0.7009	NPC278434
Intermediate Similarity	0.7004	NPC207686
Intermediate Similarity	0.7004	NPC75634
Intermediate Similarity	0.7	NPC283219
Intermediate Similarity	0.7	NPC248041
Intermediate Similarity	0.7	NPC126709
Remote Similarity	0.6996	NPC64216
Remote Similarity	0.6992	NPC316110
Remote Similarity	0.6992	NPC313587
Remote Similarity	0.6992	NPC315893
Remote Similarity	0.6987	NPC322064
Remote Similarity	0.6986	NPC141454
Remote Similarity	0.6982	NPC472062
Remote Similarity	0.6982	NPC472063
Remote Similarity	0.6982	NPC155143
Remote Similarity	0.6982	NPC472069
Remote Similarity	0.6972	NPC93390
Remote Similarity	0.6964	NPC471191
Remote Similarity	0.6964	NPC153400
Remote Similarity	0.6963	NPC62749
Remote Similarity	0.6963	NPC235684
Remote Similarity	0.696	NPC82370
Remote Similarity	0.6957	NPC314056
Remote Similarity	0.6955	NPC473640
Remote Similarity	0.6952	NPC145885
Remote Similarity	0.6952	NPC84827
Remote Similarity	0.6952	NPC14113
Remote Similarity	0.6948	NPC165495
Remote Similarity	0.6933	NPC475410
Remote Similarity	0.6933	NPC89987
Remote Similarity	0.6933	NPC469577
Remote Similarity	0.6927	NPC326422
Remote Similarity	0.6926	NPC477714
Remote Similarity	0.6923	NPC284338
Remote Similarity	0.6923	NPC273532
Remote Similarity	0.692	NPC132539
Remote Similarity	0.692	NPC469563
Remote Similarity	0.692	NPC88115
Remote Similarity	0.6919	NPC219336
Remote Similarity	0.6917	NPC478028
Remote Similarity	0.6916	NPC133003
Remote Similarity	0.6916	NPC469562
Remote Similarity	0.6916	NPC220594
Remote Similarity	0.6909	NPC272483
Remote Similarity	0.6909	NPC74153
Remote Similarity	0.6907	NPC186351
Remote Similarity	0.6905	NPC267885
Remote Similarity	0.6901	NPC163055
Remote Similarity	0.69	NPC54744
Remote Similarity	0.6899	NPC478012
Remote Similarity	0.6899	NPC478011
Remote Similarity	0.6895	NPC135950
Remote Similarity	0.6894	NPC19170
Remote Similarity	0.6883	NPC472285
Remote Similarity	0.6883	NPC477715
Remote Similarity	0.688	NPC155444
Remote Similarity	0.6875	NPC165599
Remote Similarity	0.6875	NPC91895
Remote Similarity	0.6875	NPC478013
Remote Similarity	0.6875	NPC476252
Remote Similarity	0.6873	NPC314176
Remote Similarity	0.6872	NPC183662
Remote Similarity	0.6872	NPC217372
Remote Similarity	0.6872	NPC111275
Remote Similarity	0.6872	NPC223791
Remote Similarity	0.6872	NPC107077
Remote Similarity	0.6872	NPC15573
Remote Similarity	0.6872	NPC162860
Remote Similarity	0.6866	NPC83111
Remote Similarity	0.6864	NPC472293
Remote Similarity	0.686	NPC478029
Remote Similarity	0.6858	NPC54420
Remote Similarity	0.6858	NPC244741
Remote Similarity	0.6857	NPC203468
Remote Similarity	0.6857	NPC149155
Remote Similarity	0.6857	NPC110500
Remote Similarity	0.6851	NPC476817
Remote Similarity	0.6847	NPC100321
Remote Similarity	0.684	NPC248462
Remote Similarity	0.6837	NPC15102
Remote Similarity	0.6835	NPC476460
Remote Similarity	0.6835	NPC138370
Remote Similarity	0.6833	NPC323752
Remote Similarity	0.6833	NPC106824
Remote Similarity	0.683	NPC182507
Remote Similarity	0.683	NPC106757
Remote Similarity	0.6829	NPC477418
Remote Similarity	0.6829	NPC477420
Remote Similarity	0.6825	NPC74619
Remote Similarity	0.6824	NPC315804
Remote Similarity	0.6824	NPC313804
Remote Similarity	0.682	NPC321708
Remote Similarity	0.682	NPC260434
Remote Similarity	0.6818	NPC19692
Remote Similarity	0.6818	NPC220151
Remote Similarity	0.6814	NPC472065
Remote Similarity	0.6812	NPC233380
Remote Similarity	0.681	NPC312645
Remote Similarity	0.681	NPC79386
Remote Similarity	0.6808	NPC91179
Remote Similarity	0.6807	NPC297862
Remote Similarity	0.6807	NPC191382
Remote Similarity	0.6807	NPC56109
Remote Similarity	0.6805	NPC182222
Remote Similarity	0.6802	NPC476143
Remote Similarity	0.6791	NPC470003
Remote Similarity	0.6784	NPC270918
Remote Similarity	0.6784	NPC323927
Remote Similarity	0.6773	NPC472295
Remote Similarity	0.6773	NPC269886
Remote Similarity	0.6773	NPC473821

Drug Structure

NPD6173 OpenBabel08211709092D 40 44 0 0 1 0 0 0 0 0999 V2000 1.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.4049 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6037 -4.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8966 -3.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5696 -3.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7274 2.0706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1554 -2.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8284 -2.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4686 1.1046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0203 2.7777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2779 -0.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1213 -2.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5708 0.3282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5027 0.8458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3801 -1.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7956 1.5529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8296 1.2941 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 1.9511 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.6049 0.0694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6730 -0.4483 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 1.0000 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0544 2.5188 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.2438 -0.1201 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3461 -0.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1225 2.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8978 0.7765 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.9319 0.5176 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 3.2382 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 1.5909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 1.9511 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 7.9509 -0.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2247 1.2247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7953 0.6128 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 25 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 12 2 0 0 0 0 8 12 1 0 0 0 0 9 14 1 0 0 0 0 10 26 2 0 0 0 0 11 13 2 0 0 0 0 11 27 1 0 0 0 0 12 15 1 0 0 0 0 13 18 1 0 0 0 0 13 20 1 0 0 0 0 14 16 2 0 0 0 0 14 27 1 0 0 0 0 15 21 1 6 0 0 0 15 28 1 0 0 0 0 16 18 1 0 0 0 0 16 26 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 17 29 1 6 0 0 0 18 31 2 0 0 0 0 19 24 1 1 0 0 0 19 25 1 0 0 0 0 19 30 1 0 0 0 0 20 28 2 3 0 0 0 20 32 1 0 0 0 0 21 29 2 3 0 0 0 21 33 1 0 0 0 0 22 30 1 0 0 0 0 22 34 2 0 0 0 0 23 30 1 0 0 0 0 23 37 1 6 0 0 0 24 35 2 0 0 0 0 24 36 1 0 0 0 0 25 37 1 0 0 0 0 27 38 1 0 0 0 0 33 39 1 0 0 0 0 36 40 1 0 0 0 0 M CHG 1 32 -1 M END $$$$

External Identifiers

TTD	DNAP001578
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23663957
ChEBI
CAS Number

Drug Properties

Molecular Weight	520.13
ALogP	-1.803
MLogP	2.89
XLogP	3.378
HDA	11
HBD	3
Rotatable Bonds	11
TPSA	192.91
RO5 Violation	1