NPASS drugs

Drug Information

Drug ID:	NPD2241
Drug Name:
Molecular Formula:	C16H25NO4S
Canonical SMILES:	CCOCC(COc1ccc(cc1)[N-]C(=O)CC[S+](C)C)[OH2+]
Standard InCHI:	InChI=1S/C16H25NO4S/c1-4-20-11-14(18)12-21-15-7-5-13(6-8-15)17-16(19)9-10-22(2)3/h5-8,14,18H,4,9-12H2,1-3H3/p+1
Standard InCHIKey:	DYZJXZOQQRXDLE-UHFFFAOYSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2241

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	132
0.1-0.2	1683
0.2-0.3	8989
0.3-0.4	4197
0.4-0.5	11895
0.5-0.6	3899
0.6-0.7	85
0.7-0.8	10
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	0.7485	NPC220560
Intermediate Similarity	0.7425	NPC290069
Intermediate Similarity	0.7403	NPC260601
Intermediate Similarity	0.7338	NPC168750
Intermediate Similarity	0.7319	NPC264782
Intermediate Similarity	0.7273	NPC476462
Intermediate Similarity	0.7048	NPC292143
Intermediate Similarity	0.7048	NPC139506
Intermediate Similarity	0.703	NPC19023
Intermediate Similarity	0.7007	NPC315632
Remote Similarity	0.6981	NPC473769
Remote Similarity	0.6859	NPC476475
Remote Similarity	0.6848	NPC112766
Remote Similarity	0.6842	NPC473987
Remote Similarity	0.6709	NPC204156
Remote Similarity	0.6707	NPC70549
Remote Similarity	0.6704	NPC262725
Remote Similarity	0.6688	NPC307682
Remote Similarity	0.657	NPC471652
Remote Similarity	0.6548	NPC315257
Remote Similarity	0.6529	NPC320064
Remote Similarity	0.6525	NPC76327
Remote Similarity	0.6503	NPC226914
Remote Similarity	0.6497	NPC297584
Remote Similarity	0.6471	NPC314948
Remote Similarity	0.6463	NPC189908
Remote Similarity	0.6457	NPC471648
Remote Similarity	0.642	NPC123761
Remote Similarity	0.6402	NPC97004
Remote Similarity	0.6402	NPC136951
Remote Similarity	0.6402	NPC161155
Remote Similarity	0.6383	NPC478049
Remote Similarity	0.6374	NPC301163
Remote Similarity	0.637	NPC322735
Remote Similarity	0.6364	NPC250476
Remote Similarity	0.6364	NPC97282
Remote Similarity	0.6343	NPC318429
Remote Similarity	0.6337	NPC93653
Remote Similarity	0.6322	NPC70172
Remote Similarity	0.6306	NPC231382
Remote Similarity	0.6303	NPC473874
Remote Similarity	0.6296	NPC36434
Remote Similarity	0.6289	NPC132308
Remote Similarity	0.6258	NPC298821
Remote Similarity	0.6257	NPC10875
Remote Similarity	0.6257	NPC10730
Remote Similarity	0.6237	NPC14339
Remote Similarity	0.6236	NPC73280
Remote Similarity	0.6226	NPC208022
Remote Similarity	0.6223	NPC471825
Remote Similarity	0.6216	NPC329190
Remote Similarity	0.6214	NPC70201
Remote Similarity	0.6207	NPC57105
Remote Similarity	0.6198	NPC127178
Remote Similarity	0.6193	NPC314861
Remote Similarity	0.6164	NPC46844
Remote Similarity	0.6154	NPC17537
Remote Similarity	0.6149	NPC231862
Remote Similarity	0.6146	NPC148124
Remote Similarity	0.6143	NPC132725
Remote Similarity	0.6138	NPC279401
Remote Similarity	0.6138	NPC79293
Remote Similarity	0.6134	NPC311357
Remote Similarity	0.6126	NPC472191
Remote Similarity	0.612	NPC288305
Remote Similarity	0.6114	NPC230942
Remote Similarity	0.6114	NPC315498
Remote Similarity	0.6111	NPC196708
Remote Similarity	0.6111	NPC41594
Remote Similarity	0.6098	NPC99724
Remote Similarity	0.6096	NPC255721
Remote Similarity	0.6089	NPC310894
Remote Similarity	0.6085	NPC473004
Remote Similarity	0.6084	NPC308197
Remote Similarity	0.6074	NPC106606
Remote Similarity	0.6071	NPC146370
Remote Similarity	0.6069	NPC44836
Remote Similarity	0.6069	NPC194034
Remote Similarity	0.6064	NPC474059
Remote Similarity	0.6061	NPC314113
Remote Similarity	0.6057	NPC306366
Remote Similarity	0.6054	NPC9336
Remote Similarity	0.6051	NPC141739
Remote Similarity	0.6051	NPC320242
Remote Similarity	0.6051	NPC136112
Remote Similarity	0.6045	NPC204179
Remote Similarity	0.6044	NPC283152
Remote Similarity	0.6037	NPC321285
Remote Similarity	0.603	NPC477160
Remote Similarity	0.6029	NPC248903
Remote Similarity	0.6021	NPC230313
Remote Similarity	0.6021	NPC243626
Remote Similarity	0.6013	NPC218323
Remote Similarity	0.6	NPC85482
Remote Similarity	0.6	NPC47986
Remote Similarity	0.599	NPC217903
Remote Similarity	0.5988	NPC169766
Remote Similarity	0.5988	NPC266425
Remote Similarity	0.5987	NPC323948
Remote Similarity	0.5981	NPC26928
Remote Similarity	0.5978	NPC222592
Remote Similarity	0.5978	NPC168486
Remote Similarity	0.5968	NPC302235
Remote Similarity	0.5966	NPC235628
Remote Similarity	0.5963	NPC313466
Remote Similarity	0.5957	NPC313918
Remote Similarity	0.5955	NPC299582
Remote Similarity	0.5955	NPC469479
Remote Similarity	0.5952	NPC470404
Remote Similarity	0.5952	NPC470394
Remote Similarity	0.5952	NPC470403
Remote Similarity	0.5949	NPC138830
Remote Similarity	0.5946	NPC329358
Remote Similarity	0.5946	NPC95977
Remote Similarity	0.5946	NPC116096
Remote Similarity	0.5941	NPC116178
Remote Similarity	0.5939	NPC473460
Remote Similarity	0.5938	NPC283079
Remote Similarity	0.5928	NPC204546
Remote Similarity	0.5926	NPC274732
Remote Similarity	0.5926	NPC477186
Remote Similarity	0.5926	NPC470392
Remote Similarity	0.5924	NPC316161
Remote Similarity	0.5922	NPC288110
Remote Similarity	0.5917	NPC477556
Remote Similarity	0.5915	NPC314803
Remote Similarity	0.5914	NPC469831
Remote Similarity	0.5912	NPC258773
Remote Similarity	0.5907	NPC108847
Remote Similarity	0.5906	NPC242000
Remote Similarity	0.5903	NPC192596
Remote Similarity	0.5902	NPC129624
Remote Similarity	0.5902	NPC194724
Remote Similarity	0.5902	NPC168153
Remote Similarity	0.5901	NPC200555
Remote Similarity	0.5901	NPC196026
Remote Similarity	0.5896	NPC219383
Remote Similarity	0.5896	NPC284348
Remote Similarity	0.5895	NPC45389
Remote Similarity	0.5894	NPC142319
Remote Similarity	0.5892	NPC85613
Remote Similarity	0.5892	NPC5167
Remote Similarity	0.5882	NPC313414
Remote Similarity	0.5882	NPC470395
Remote Similarity	0.5876	NPC285635
Remote Similarity	0.5875	NPC172403
Remote Similarity	0.5873	NPC66083
Remote Similarity	0.5871	NPC160120
Remote Similarity	0.5871	NPC263835
Remote Similarity	0.5871	NPC471308
Remote Similarity	0.5871	NPC289330
Remote Similarity	0.5871	NPC41801
Remote Similarity	0.5871	NPC53596
Remote Similarity	0.5871	NPC17388
Remote Similarity	0.5868	NPC189724
Remote Similarity	0.5868	NPC212850
Remote Similarity	0.5868	NPC83289
Remote Similarity	0.5866	NPC254700
Remote Similarity	0.5866	NPC24954
Remote Similarity	0.5864	NPC475411
Remote Similarity	0.5862	NPC127996
Remote Similarity	0.5862	NPC26872
Remote Similarity	0.5859	NPC207971
Remote Similarity	0.5855	NPC222982
Remote Similarity	0.5855	NPC198401
Remote Similarity	0.5851	NPC473007
Remote Similarity	0.5844	NPC101503
Remote Similarity	0.5844	NPC228907
Remote Similarity	0.5843	NPC199737
Remote Similarity	0.5843	NPC72291
Remote Similarity	0.5842	NPC25961
Remote Similarity	0.5833	NPC321166
Remote Similarity	0.5833	NPC51633
Remote Similarity	0.5829	NPC314659
Remote Similarity	0.5829	NPC268077
Remote Similarity	0.5828	NPC471953
Remote Similarity	0.5828	NPC97870
Remote Similarity	0.5828	NPC307123
Remote Similarity	0.5828	NPC247018
Remote Similarity	0.5824	NPC470824
Remote Similarity	0.5824	NPC471604
Remote Similarity	0.5822	NPC470393
Remote Similarity	0.5821	NPC308392
Remote Similarity	0.582	NPC33902
Remote Similarity	0.582	NPC276674
Remote Similarity	0.5815	NPC473432
Remote Similarity	0.5813	NPC233559
Remote Similarity	0.5812	NPC473008
Remote Similarity	0.581	NPC18402
Remote Similarity	0.5808	NPC231572
Remote Similarity	0.5806	NPC283810
Remote Similarity	0.5806	NPC256369
Remote Similarity	0.5801	NPC470971
Remote Similarity	0.5801	NPC469505
Remote Similarity	0.58	NPC471736
Remote Similarity	0.5798	NPC320394
Remote Similarity	0.5793	NPC311660
Remote Similarity	0.5792	NPC471561
Remote Similarity	0.5789	NPC21425
Remote Similarity	0.5789	NPC206251

Drug Structure

NPD2241 OpenBabel08211701392D 24 24 0 0 1 0 0 0 0 0999 V2000 -5.1962 -1.0000 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 5.1962 -1.0000 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 1.7321 0.0000 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 0.8660 0.5000 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 3.4641 0.0000 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 -3.4641 -0.0000 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 3 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 3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 5 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 3 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 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 S 0 3 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 -3.4641 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 22 1 0 0 0 0 3 22 1 0 0 0 0 4 20 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 10 1 0 0 0 0 9 16 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 21 1 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 19 2 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 M CHG 3 17 -1 18 1 22 1 M END $$$$

External Identifiers

TTD	DIB006884
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.16
ALogP	-0.3665
MLogP	2.56
XLogP	2.472
HDA	3
HBD	1
Rotatable Bonds	15
TPSA	35.53
RO5 Violation	1