NPASS drugs

Drug Information

Drug ID:	NPD1977
Drug Name:
Molecular Formula:	C16H16N2O6S
Canonical SMILES:	CC(=O)OCOC(=O)C1=C(S[C@H]2N1C(=O)[C@@H]2[C@H](O)C)c1cccnc1
Standard InCHI:	InChI=1S/C16H16N2O6S/c1-8(19)11-14(21)18-12(16(22)24-7-23-9(2)20)13(25-15(11)18)10-4-3-5-17-6-10/h3-6,8,11,15,19H,7H2,1-2H3/t8-,11+,15-/m1/s1
Standard InCHIKey:	SFIPPEJRUGDKRJ-OTDPEBBPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1977

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	163
0.1-0.2	2459
0.2-0.3	11036
0.3-0.4	12732
0.4-0.5	2466
0.5-0.6	1788
0.6-0.7	244
0.7-0.8	2
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	0.7277	NPC143325
Intermediate Similarity	0.7071	NPC127647
Remote Similarity	0.699	NPC314930
Remote Similarity	0.699	NPC214827
Remote Similarity	0.6976	NPC182507
Remote Similarity	0.697	NPC182814
Remote Similarity	0.6919	NPC328798
Remote Similarity	0.6904	NPC318020
Remote Similarity	0.689	NPC475024
Remote Similarity	0.6829	NPC313421
Remote Similarity	0.6802	NPC327373
Remote Similarity	0.6802	NPC325093
Remote Similarity	0.6774	NPC263455
Remote Similarity	0.675	NPC325775
Remote Similarity	0.672	NPC312860
Remote Similarity	0.6716	NPC20593
Remote Similarity	0.6703	NPC471323
Remote Similarity	0.6701	NPC317010
Remote Similarity	0.6685	NPC29702
Remote Similarity	0.6682	NPC156044
Remote Similarity	0.6682	NPC316403
Remote Similarity	0.6667	NPC123395
Remote Similarity	0.6635	NPC79223
Remote Similarity	0.6634	NPC294693
Remote Similarity	0.6633	NPC322043
Remote Similarity	0.6631	NPC107287
Remote Similarity	0.66	NPC470003
Remote Similarity	0.6599	NPC14325
Remote Similarity	0.6599	NPC28848
Remote Similarity	0.6596	NPC209362
Remote Similarity	0.6588	NPC12944
Remote Similarity	0.6588	NPC25442
Remote Similarity	0.6587	NPC50997
Remote Similarity	0.6587	NPC160127
Remote Similarity	0.6569	NPC129909
Remote Similarity	0.6561	NPC253987
Remote Similarity	0.6538	NPC324245
Remote Similarity	0.6538	NPC320748
Remote Similarity	0.6526	NPC213914
Remote Similarity	0.6517	NPC207851
Remote Similarity	0.6505	NPC112741
Remote Similarity	0.65	NPC315804
Remote Similarity	0.65	NPC313804
Remote Similarity	0.6495	NPC41717
Remote Similarity	0.6473	NPC135950
Remote Similarity	0.6464	NPC65408
Remote Similarity	0.6459	NPC59033
Remote Similarity	0.6453	NPC311858
Remote Similarity	0.645	NPC24864
Remote Similarity	0.6445	NPC32451
Remote Similarity	0.6445	NPC328559
Remote Similarity	0.6443	NPC477975
Remote Similarity	0.644	NPC138018
Remote Similarity	0.6429	NPC103361
Remote Similarity	0.6414	NPC469938
Remote Similarity	0.6413	NPC478141
Remote Similarity	0.6411	NPC329024
Remote Similarity	0.6409	NPC328029
Remote Similarity	0.6402	NPC472260
Remote Similarity	0.6402	NPC309498
Remote Similarity	0.6398	NPC167400
Remote Similarity	0.6396	NPC273532
Remote Similarity	0.6382	NPC476419
Remote Similarity	0.6374	NPC114310
Remote Similarity	0.6368	NPC475506
Remote Similarity	0.6359	NPC329961
Remote Similarity	0.6359	NPC122427
Remote Similarity	0.6356	NPC19170
Remote Similarity	0.6351	NPC192674
Remote Similarity	0.6344	NPC230085
Remote Similarity	0.6344	NPC159630
Remote Similarity	0.6338	NPC155143
Remote Similarity	0.633	NPC477974
Remote Similarity	0.6329	NPC117244
Remote Similarity	0.6329	NPC473763
Remote Similarity	0.6324	NPC280290
Remote Similarity	0.6313	NPC477548
Remote Similarity	0.6313	NPC472752
Remote Similarity	0.6311	NPC64216
Remote Similarity	0.6311	NPC476817
Remote Similarity	0.6311	NPC61435
Remote Similarity	0.6308	NPC474217
Remote Similarity	0.6306	NPC281049
Remote Similarity	0.6306	NPC314270
Remote Similarity	0.6304	NPC63279
Remote Similarity	0.6303	NPC317672
Remote Similarity	0.6301	NPC111732
Remote Similarity	0.6298	NPC165538
Remote Similarity	0.6291	NPC300183
Remote Similarity	0.6286	NPC109922
Remote Similarity	0.6284	NPC472288
Remote Similarity	0.6281	NPC477976
Remote Similarity	0.6278	NPC256893
Remote Similarity	0.6277	NPC297642
Remote Similarity	0.6277	NPC302159
Remote Similarity	0.6273	NPC317752
Remote Similarity	0.6272	NPC297862
Remote Similarity	0.6267	NPC63041
Remote Similarity	0.6263	NPC91895
Remote Similarity	0.6261	NPC162812
Remote Similarity	0.6256	NPC71079
Remote Similarity	0.625	NPC75135
Remote Similarity	0.6243	NPC322488
Remote Similarity	0.6243	NPC105811
Remote Similarity	0.6238	NPC106235
Remote Similarity	0.6238	NPC239660
Remote Similarity	0.6236	NPC471311
Remote Similarity	0.6236	NPC165370
Remote Similarity	0.6236	NPC212125
Remote Similarity	0.6236	NPC471313
Remote Similarity	0.6232	NPC255909
Remote Similarity	0.6231	NPC249614
Remote Similarity	0.6227	NPC318299
Remote Similarity	0.6227	NPC292517
Remote Similarity	0.6226	NPC473640
Remote Similarity	0.6225	NPC161143
Remote Similarity	0.6223	NPC467188
Remote Similarity	0.6221	NPC475835
Remote Similarity	0.6218	NPC169586
Remote Similarity	0.6212	NPC319456
Remote Similarity	0.6204	NPC469563
Remote Similarity	0.6202	NPC469489
Remote Similarity	0.6201	NPC471589
Remote Similarity	0.6197	NPC293917
Remote Similarity	0.6197	NPC478029
Remote Similarity	0.6193	NPC85918
Remote Similarity	0.6188	NPC324611
Remote Similarity	0.6188	NPC83774
Remote Similarity	0.6188	NPC477416
Remote Similarity	0.6175	NPC317373
Remote Similarity	0.6164	NPC48042
Remote Similarity	0.6164	NPC478158
Remote Similarity	0.6164	NPC304179
Remote Similarity	0.6164	NPC472550
Remote Similarity	0.6164	NPC107077
Remote Similarity	0.6164	NPC223791
Remote Similarity	0.6162	NPC127730
Remote Similarity	0.6162	NPC470509
Remote Similarity	0.6162	NPC104049
Remote Similarity	0.6162	NPC278366
Remote Similarity	0.616	NPC316224
Remote Similarity	0.6157	NPC244536
Remote Similarity	0.6157	NPC186351
Remote Similarity	0.615	NPC239954
Remote Similarity	0.6143	NPC470732
Remote Similarity	0.6143	NPC30570
Remote Similarity	0.6143	NPC470731
Remote Similarity	0.6135	NPC235684
Remote Similarity	0.6135	NPC94752
Remote Similarity	0.6132	NPC472435
Remote Similarity	0.6132	NPC77061
Remote Similarity	0.6129	NPC473239
Remote Similarity	0.6129	NPC327592
Remote Similarity	0.6129	NPC289086
Remote Similarity	0.6127	NPC61011
Remote Similarity	0.6126	NPC54744
Remote Similarity	0.6122	NPC473706
Remote Similarity	0.6121	NPC474767
Remote Similarity	0.6119	NPC469578
Remote Similarity	0.6117	NPC46895
Remote Similarity	0.6117	NPC228835
Remote Similarity	0.6114	NPC192306
Remote Similarity	0.6114	NPC198673
Remote Similarity	0.6111	NPC478028
Remote Similarity	0.6105	NPC13470
Remote Similarity	0.6089	NPC469529
Remote Similarity	0.6087	NPC311282
Remote Similarity	0.6085	NPC477556
Remote Similarity	0.6082	NPC477815
Remote Similarity	0.6081	NPC110602
Remote Similarity	0.6081	NPC75726
Remote Similarity	0.6081	NPC31385
Remote Similarity	0.6081	NPC476467
Remote Similarity	0.6081	NPC472553
Remote Similarity	0.608	NPC114637
Remote Similarity	0.6079	NPC2395
Remote Similarity	0.6078	NPC11126
Remote Similarity	0.6078	NPC12649
Remote Similarity	0.6078	NPC248462
Remote Similarity	0.6077	NPC213629
Remote Similarity	0.6077	NPC75544
Remote Similarity	0.6075	NPC168911
Remote Similarity	0.6075	NPC212213
Remote Similarity	0.6073	NPC323927
Remote Similarity	0.6073	NPC469577
Remote Similarity	0.6073	NPC475410
Remote Similarity	0.6071	NPC113812
Remote Similarity	0.6071	NPC477910
Remote Similarity	0.6068	NPC170751
Remote Similarity	0.6068	NPC163055
Remote Similarity	0.6063	NPC469562
Remote Similarity	0.6063	NPC220594
Remote Similarity	0.6062	NPC70406
Remote Similarity	0.6061	NPC469813
Remote Similarity	0.6061	NPC476446
Remote Similarity	0.6061	NPC78375
Remote Similarity	0.6059	NPC150048
Remote Similarity	0.6059	NPC203754
Remote Similarity	0.6057	NPC472436
Remote Similarity	0.6056	NPC306397

Drug Structure

NPD1977 OpenBabel08211701392D 26 28 0 0 1 0 0 0 0 0999 V2000 1.4483 -1.6730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6974 1.2308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 5.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 5.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7953 0.6128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7071 -0.7071 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4895 0.2527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 3.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3090 1.9511 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 -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 -0.3660 5.0388 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 2.6730 -0.4483 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2327 -0.4164 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 -2.5385 -0.0563 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 3.3801 -1.1554 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 9 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 17 2 0 0 0 0 6 10 2 0 0 0 0 6 17 1 0 0 0 0 7 23 1 0 0 0 0 7 24 1 0 0 0 0 8 1 1 6 0 0 0 8 19 1 0 0 0 0 9 20 2 0 0 0 0 9 23 1 0 0 0 0 10 13 1 0 0 0 0 11 8 1 1 0 0 0 11 14 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 14 21 2 0 0 0 0 15 18 1 0 0 0 0 15 25 1 6 0 0 0 16 22 2 0 0 0 0 16 24 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007001
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918067
ChEBI
CAS Number

Drug Properties

Molecular Weight	364.07
ALogP	-1.1087
MLogP	2.23
XLogP	0.893
HDA	8
HBD	1
Rotatable Bonds	10
TPSA	131.33
RO5 Violation	0