NPASS drugs

Drug Information

Drug ID:	NPD3911
Drug Name:
Molecular Formula:	C20H21N3O7S
Canonical SMILES:	CCOC(=O)OC(OC1=C(C(=Nc2ccccn2)O)N(C)S(=O)(=O)c2c1cccc2)C
Standard InCHI:	InChI=1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)
Standard InCHIKey:	LSNWBKACGXCGAJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3911

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	249
0.1-0.2	2179
0.2-0.3	9963
0.3-0.4	11488
0.4-0.5	4775
0.5-0.6	1932
0.6-0.7	303
0.7-0.8	1
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	0.7104	NPC471323
Remote Similarity	0.6863	NPC328798
Remote Similarity	0.6845	NPC127647
Remote Similarity	0.6798	NPC284559
Remote Similarity	0.6777	NPC160127
Remote Similarity	0.6777	NPC50997
Remote Similarity	0.6749	NPC325093
Remote Similarity	0.6748	NPC182814
Remote Similarity	0.6699	NPC325775
Remote Similarity	0.6683	NPC318020
Remote Similarity	0.6667	NPC203754
Remote Similarity	0.6667	NPC309498
Remote Similarity	0.6667	NPC20593
Remote Similarity	0.6667	NPC150048
Remote Similarity	0.6651	NPC239954
Remote Similarity	0.665	NPC471178
Remote Similarity	0.6633	NPC59779
Remote Similarity	0.6633	NPC124542
Remote Similarity	0.6633	NPC471177
Remote Similarity	0.6619	NPC198673
Remote Similarity	0.6589	NPC79223
Remote Similarity	0.6588	NPC135950
Remote Similarity	0.6585	NPC327373
Remote Similarity	0.6585	NPC322043
Remote Similarity	0.6573	NPC168911
Remote Similarity	0.6566	NPC477975
Remote Similarity	0.6564	NPC469897
Remote Similarity	0.656	NPC475835
Remote Similarity	0.656	NPC156044
Remote Similarity	0.6544	NPC329708
Remote Similarity	0.6544	NPC274291
Remote Similarity	0.6544	NPC264166
Remote Similarity	0.6544	NPC165349
Remote Similarity	0.6544	NPC118832
Remote Similarity	0.6544	NPC47059
Remote Similarity	0.6541	NPC328029
Remote Similarity	0.6541	NPC29702
Remote Similarity	0.6503	NPC256893
Remote Similarity	0.6495	NPC320748
Remote Similarity	0.6495	NPC212213
Remote Similarity	0.6495	NPC59033
Remote Similarity	0.6495	NPC324245
Remote Similarity	0.6488	NPC168486
Remote Similarity	0.6488	NPC222592
Remote Similarity	0.6486	NPC111732
Remote Similarity	0.6479	NPC109922
Remote Similarity	0.6473	NPC207851
Remote Similarity	0.6471	NPC211997
Remote Similarity	0.6468	NPC12944
Remote Similarity	0.6468	NPC25442
Remote Similarity	0.6465	NPC103361
Remote Similarity	0.6465	NPC177404
Remote Similarity	0.6462	NPC103230
Remote Similarity	0.645	NPC41717
Remote Similarity	0.6449	NPC329024
Remote Similarity	0.6435	NPC477019
Remote Similarity	0.6422	NPC134586
Remote Similarity	0.6415	NPC195268
Remote Similarity	0.6415	NPC133140
Remote Similarity	0.6406	NPC32451
Remote Similarity	0.6406	NPC328559
Remote Similarity	0.64	NPC288349
Remote Similarity	0.6394	NPC320394
Remote Similarity	0.6393	NPC289086
Remote Similarity	0.6385	NPC289786
Remote Similarity	0.6377	NPC219963
Remote Similarity	0.6377	NPC470474
Remote Similarity	0.6374	NPC212125
Remote Similarity	0.6374	NPC471313
Remote Similarity	0.6374	NPC471311
Remote Similarity	0.6372	NPC162812
Remote Similarity	0.6368	NPC242923
Remote Similarity	0.635	NPC473057
Remote Similarity	0.6347	NPC143325
Remote Similarity	0.6344	NPC314270
Remote Similarity	0.6343	NPC317672
Remote Similarity	0.6339	NPC292517
Remote Similarity	0.6335	NPC313189
Remote Similarity	0.6333	NPC477795
Remote Similarity	0.6333	NPC477796
Remote Similarity	0.6333	NPC477805
Remote Similarity	0.6333	NPC477806
Remote Similarity	0.6327	NPC107287
Remote Similarity	0.6316	NPC284678
Remote Similarity	0.6313	NPC138018
Remote Similarity	0.6313	NPC123395
Remote Similarity	0.6305	NPC314940
Remote Similarity	0.6305	NPC164664
Remote Similarity	0.6305	NPC473764
Remote Similarity	0.63	NPC71079
Remote Similarity	0.6298	NPC161887
Remote Similarity	0.6298	NPC266551
Remote Similarity	0.6291	NPC114974
Remote Similarity	0.629	NPC474145
Remote Similarity	0.629	NPC475841
Remote Similarity	0.6284	NPC165370
Remote Similarity	0.6284	NPC234197
Remote Similarity	0.6275	NPC249614
Remote Similarity	0.6275	NPC158129
Remote Similarity	0.6274	NPC472289
Remote Similarity	0.6273	NPC475774
Remote Similarity	0.6269	NPC97367
Remote Similarity	0.6269	NPC474217
Remote Similarity	0.6269	NPC263439
Remote Similarity	0.6267	NPC296482
Remote Similarity	0.6267	NPC318299
Remote Similarity	0.6267	NPC202768
Remote Similarity	0.6267	NPC53069
Remote Similarity	0.6256	NPC30570
Remote Similarity	0.624	NPC472434
Remote Similarity	0.6239	NPC317752
Remote Similarity	0.6238	NPC85918
Remote Similarity	0.6238	NPC285923
Remote Similarity	0.6233	NPC287208
Remote Similarity	0.6232	NPC283152
Remote Similarity	0.6226	NPC74382
Remote Similarity	0.6226	NPC206251
Remote Similarity	0.6223	NPC132631
Remote Similarity	0.6223	NPC103687
Remote Similarity	0.6221	NPC267928
Remote Similarity	0.621	NPC470279
Remote Similarity	0.6209	NPC62510
Remote Similarity	0.6207	NPC278366
Remote Similarity	0.6207	NPC98187
Remote Similarity	0.6207	NPC127730
Remote Similarity	0.6196	NPC306397
Remote Similarity	0.6195	NPC251160
Remote Similarity	0.6195	NPC476686
Remote Similarity	0.6195	NPC476688
Remote Similarity	0.6195	NPC121658
Remote Similarity	0.6195	NPC14651
Remote Similarity	0.6195	NPC105758
Remote Similarity	0.619	NPC48938
Remote Similarity	0.6188	NPC135549
Remote Similarity	0.6188	NPC193238
Remote Similarity	0.6188	NPC311276
Remote Similarity	0.6183	NPC99891
Remote Similarity	0.6176	NPC278874
Remote Similarity	0.6175	NPC473053
Remote Similarity	0.6174	NPC315804
Remote Similarity	0.6174	NPC313804
Remote Similarity	0.6171	NPC473239
Remote Similarity	0.6171	NPC327592
Remote Similarity	0.6171	NPC285558
Remote Similarity	0.6169	NPC472435
Remote Similarity	0.6168	NPC3715
Remote Similarity	0.6168	NPC134079
Remote Similarity	0.6168	NPC469489
Remote Similarity	0.6164	NPC476582
Remote Similarity	0.6164	NPC4071
Remote Similarity	0.6164	NPC476578
Remote Similarity	0.6162	NPC26872
Remote Similarity	0.6161	NPC63041
Remote Similarity	0.6157	NPC307963
Remote Similarity	0.615	NPC324611
Remote Similarity	0.615	NPC26850
Remote Similarity	0.6146	NPC476518
Remote Similarity	0.6143	NPC317373
Remote Similarity	0.6141	NPC471614
Remote Similarity	0.6135	NPC469938
Remote Similarity	0.6133	NPC48042
Remote Similarity	0.6133	NPC472550
Remote Similarity	0.6133	NPC304179
Remote Similarity	0.6133	NPC472752
Remote Similarity	0.6131	NPC63562
Remote Similarity	0.6131	NPC263455
Remote Similarity	0.613	NPC173080
Remote Similarity	0.6127	NPC108469
Remote Similarity	0.6123	NPC202605
Remote Similarity	0.6123	NPC471603
Remote Similarity	0.6123	NPC112206
Remote Similarity	0.6123	NPC96405
Remote Similarity	0.6123	NPC171409
Remote Similarity	0.6122	NPC112741
Remote Similarity	0.6121	NPC46413
Remote Similarity	0.6121	NPC44354
Remote Similarity	0.6119	NPC248782
Remote Similarity	0.6117	NPC470498
Remote Similarity	0.6117	NPC322488
Remote Similarity	0.6117	NPC252590
Remote Similarity	0.6116	NPC474905
Remote Similarity	0.6114	NPC177996
Remote Similarity	0.6114	NPC147983
Remote Similarity	0.6114	NPC163055
Remote Similarity	0.6111	NPC125597
Remote Similarity	0.6108	NPC469813
Remote Similarity	0.6108	NPC78375
Remote Similarity	0.6108	NPC476446
Remote Similarity	0.6108	NPC102423
Remote Similarity	0.6106	NPC290689
Remote Similarity	0.6106	NPC288943
Remote Similarity	0.6104	NPC308906
Remote Similarity	0.6103	NPC204385
Remote Similarity	0.6099	NPC16452
Remote Similarity	0.6099	NPC476581
Remote Similarity	0.6099	NPC36229
Remote Similarity	0.6098	NPC319456
Remote Similarity	0.6096	NPC472436
Remote Similarity	0.6096	NPC315320
Remote Similarity	0.6091	NPC32200

Drug Structure

NPD3911 OpenBabel08211704332D 32 34 0 0 1 0 0 0 0 0999 V2000 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 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 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 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 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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 3 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 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 -2.5981 -0.5000 0.0000 C 0 0 0 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 -5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 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 0.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 13 1 0 0 0 0 3 23 1 0 0 0 0 4 28 1 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 14 2 0 0 0 0 10 15 2 0 0 0 0 11 16 2 0 0 0 0 12 21 2 0 0 0 0 13 29 1 0 0 0 0 13 30 1 0 0 0 0 14 15 1 0 0 0 0 14 18 1 0 0 0 0 15 31 1 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 29 1 0 0 0 0 19 22 2 3 0 0 0 19 24 1 0 0 0 0 20 25 2 0 0 0 0 20 28 1 0 0 0 0 20 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 26 31 2 0 0 0 0 27 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004120
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.11
ALogP	-0.21
MLogP	2.45
XLogP	4.772
HDA	10
HBD	1
Rotatable Bonds	12
TPSA	136
RO5 Violation	0