NPASS drugs

Drug Information

Drug ID:	NPD2785
Drug Name:
Molecular Formula:	C18H16ClNO5
Canonical SMILES:	CCOC(=O)C(Oc1ccc(cc1)Oc1nc2c(o1)cc(cc2)Cl)C
Standard InCHI:	InChI=1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3
Standard InCHIKey:	PQKBPHSEKWERTG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2785

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	354
0.1-0.2	3622
0.2-0.3	9377
0.3-0.4	5778
0.4-0.5	10367
0.5-0.6	1264
0.6-0.7	124
0.7-0.8	3
0.8-0.85	1
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	0.8109	NPC469961
Intermediate Similarity	0.7817	NPC286195
Intermediate Similarity	0.7371	NPC220408
Intermediate Similarity	0.7354	NPC197141
Remote Similarity	0.6897	NPC314633
Remote Similarity	0.6753	NPC309919
Remote Similarity	0.664	NPC161801
Remote Similarity	0.6612	NPC124300
Remote Similarity	0.6603	NPC172355
Remote Similarity	0.6591	NPC230403
Remote Similarity	0.6585	NPC291609
Remote Similarity	0.6584	NPC477589
Remote Similarity	0.6584	NPC477587
Remote Similarity	0.658	NPC39500
Remote Similarity	0.6576	NPC470042
Remote Similarity	0.6564	NPC471736
Remote Similarity	0.6538	NPC131885
Remote Similarity	0.6537	NPC474428
Remote Similarity	0.6537	NPC38237
Remote Similarity	0.6532	NPC310618
Remote Similarity	0.6531	NPC477590
Remote Similarity	0.6531	NPC477588
Remote Similarity	0.6531	NPC477585
Remote Similarity	0.6531	NPC477586
Remote Similarity	0.6515	NPC474688
Remote Similarity	0.6504	NPC475844
Remote Similarity	0.6498	NPC144452
Remote Similarity	0.6468	NPC184408
Remote Similarity	0.6454	NPC165964
Remote Similarity	0.6435	NPC118776
Remote Similarity	0.6435	NPC308392
Remote Similarity	0.6432	NPC274640
Remote Similarity	0.6422	NPC146418
Remote Similarity	0.6422	NPC187501
Remote Similarity	0.642	NPC196718
Remote Similarity	0.641	NPC153452
Remote Similarity	0.6404	NPC196449
Remote Similarity	0.6404	NPC314222
Remote Similarity	0.639	NPC140296
Remote Similarity	0.6386	NPC208364
Remote Similarity	0.6382	NPC240384
Remote Similarity	0.6379	NPC269367
Remote Similarity	0.6368	NPC475190
Remote Similarity	0.6352	NPC102593
Remote Similarity	0.6345	NPC225279
Remote Similarity	0.6345	NPC166712
Remote Similarity	0.6333	NPC205372
Remote Similarity	0.6332	NPC209981
Remote Similarity	0.6329	NPC174576
Remote Similarity	0.6327	NPC323198
Remote Similarity	0.632	NPC321428
Remote Similarity	0.6316	NPC470586
Remote Similarity	0.6301	NPC34770
Remote Similarity	0.6298	NPC324361
Remote Similarity	0.6285	NPC173250
Remote Similarity	0.6277	NPC472287
Remote Similarity	0.6277	NPC472286
Remote Similarity	0.6271	NPC16066
Remote Similarity	0.627	NPC58209
Remote Similarity	0.627	NPC72715
Remote Similarity	0.6265	NPC120513
Remote Similarity	0.6261	NPC110741
Remote Similarity	0.626	NPC203373
Remote Similarity	0.6255	NPC185197
Remote Similarity	0.625	NPC90019
Remote Similarity	0.6234	NPC288987
Remote Similarity	0.6234	NPC208084
Remote Similarity	0.6233	NPC144381
Remote Similarity	0.6226	NPC472435
Remote Similarity	0.6203	NPC118228
Remote Similarity	0.6194	NPC329631
Remote Similarity	0.6173	NPC212766
Remote Similarity	0.6173	NPC289423
Remote Similarity	0.6168	NPC1527
Remote Similarity	0.6167	NPC298436
Remote Similarity	0.6154	NPC472436
Remote Similarity	0.6141	NPC323969
Remote Similarity	0.6141	NPC54066
Remote Similarity	0.6139	NPC318068
Remote Similarity	0.6137	NPC300156
Remote Similarity	0.6135	NPC168922
Remote Similarity	0.6132	NPC51388
Remote Similarity	0.6126	NPC160100
Remote Similarity	0.6126	NPC316224
Remote Similarity	0.6116	NPC280799
Remote Similarity	0.6113	NPC474701
Remote Similarity	0.6113	NPC267853
Remote Similarity	0.6111	NPC148889
Remote Similarity	0.6111	NPC4687
Remote Similarity	0.6107	NPC282346
Remote Similarity	0.6103	NPC118511
Remote Similarity	0.6092	NPC129897
Remote Similarity	0.6091	NPC216612
Remote Similarity	0.6089	NPC473186
Remote Similarity	0.6089	NPC244897
Remote Similarity	0.6089	NPC471593
Remote Similarity	0.6085	NPC470280
Remote Similarity	0.6084	NPC230683
Remote Similarity	0.6067	NPC50562
Remote Similarity	0.6067	NPC477979
Remote Similarity	0.6057	NPC192712
Remote Similarity	0.6054	NPC258048
Remote Similarity	0.6052	NPC317572
Remote Similarity	0.6048	NPC217176
Remote Similarity	0.6048	NPC315062
Remote Similarity	0.6047	NPC473800
Remote Similarity	0.6042	NPC67658
Remote Similarity	0.6042	NPC288349
Remote Similarity	0.6041	NPC179287
Remote Similarity	0.6041	NPC97746
Remote Similarity	0.604	NPC316411
Remote Similarity	0.604	NPC39370
Remote Similarity	0.6039	NPC472434
Remote Similarity	0.6027	NPC194040
Remote Similarity	0.6027	NPC204385
Remote Similarity	0.6025	NPC236668
Remote Similarity	0.6019	NPC470894
Remote Similarity	0.6017	NPC41382
Remote Similarity	0.6017	NPC312645
Remote Similarity	0.6017	NPC169402
Remote Similarity	0.6009	NPC320394
Remote Similarity	0.6008	NPC87413
Remote Similarity	0.6008	NPC128115
Remote Similarity	0.6007	NPC101312
Remote Similarity	0.6	NPC146976
Remote Similarity	0.6	NPC45190
Remote Similarity	0.6	NPC152620
Remote Similarity	0.6	NPC188400
Remote Similarity	0.5992	NPC257851
Remote Similarity	0.5992	NPC1608
Remote Similarity	0.5991	NPC206201
Remote Similarity	0.599	NPC476475
Remote Similarity	0.5984	NPC198503
Remote Similarity	0.5975	NPC249583
Remote Similarity	0.5974	NPC472284
Remote Similarity	0.5973	NPC242928
Remote Similarity	0.5971	NPC473874
Remote Similarity	0.5968	NPC194740
Remote Similarity	0.5967	NPC168209
Remote Similarity	0.5965	NPC471546
Remote Similarity	0.5958	NPC476287
Remote Similarity	0.5955	NPC227824
Remote Similarity	0.5952	NPC57453
Remote Similarity	0.5952	NPC284348
Remote Similarity	0.5948	NPC128823
Remote Similarity	0.5936	NPC73280
Remote Similarity	0.5936	NPC22481
Remote Similarity	0.5934	NPC116238
Remote Similarity	0.5929	NPC232872
Remote Similarity	0.5927	NPC186351
Remote Similarity	0.5926	NPC314270
Remote Similarity	0.592	NPC260434
Remote Similarity	0.592	NPC476999
Remote Similarity	0.5919	NPC474798
Remote Similarity	0.5916	NPC475301
Remote Similarity	0.5916	NPC85879
Remote Similarity	0.5916	NPC53255
Remote Similarity	0.5916	NPC326930
Remote Similarity	0.5911	NPC241025
Remote Similarity	0.59	NPC219664
Remote Similarity	0.5899	NPC314861
Remote Similarity	0.5894	NPC13603
Remote Similarity	0.5894	NPC175150
Remote Similarity	0.5894	NPC243633
Remote Similarity	0.5892	NPC89508
Remote Similarity	0.5892	NPC232225
Remote Similarity	0.589	NPC132539
Remote Similarity	0.5889	NPC108342
Remote Similarity	0.5885	NPC257142
Remote Similarity	0.5882	NPC471614
Remote Similarity	0.5882	NPC287208
Remote Similarity	0.588	NPC278525
Remote Similarity	0.5878	NPC174760
Remote Similarity	0.5874	NPC168750
Remote Similarity	0.5871	NPC297584
Remote Similarity	0.587	NPC79293
Remote Similarity	0.587	NPC279401
Remote Similarity	0.5866	NPC189903
Remote Similarity	0.5866	NPC182907
Remote Similarity	0.5866	NPC104712
Remote Similarity	0.586	NPC19023
Remote Similarity	0.5856	NPC220560
Remote Similarity	0.5854	NPC85443
Remote Similarity	0.5851	NPC310211
Remote Similarity	0.5851	NPC308137
Remote Similarity	0.5851	NPC244856
Remote Similarity	0.5851	NPC203168
Remote Similarity	0.585	NPC253675
Remote Similarity	0.5847	NPC475774
Remote Similarity	0.5843	NPC328928
Remote Similarity	0.5841	NPC42591
Remote Similarity	0.5841	NPC295158
Remote Similarity	0.5841	NPC26850
Remote Similarity	0.5841	NPC116573
Remote Similarity	0.584	NPC283117
Remote Similarity	0.5837	NPC312872
Remote Similarity	0.5837	NPC313804
Remote Similarity	0.5837	NPC315804
Remote Similarity	0.5833	NPC472589
Remote Similarity	0.583	NPC475533

Drug Structure

NPD2785 OpenBabel08211702552D 25 27 0 0 1 0 0 0 0 0999 V2000 -1.8366 -3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.0055 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 2.9781 -1.9400 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 22 1 0 0 0 0 4 9 2 0 0 0 0 4 12 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 14 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 11 23 1 0 0 0 0 12 19 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 25 1 0 0 0 0 17 21 2 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 24 1 0 0 0 0 18 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000030
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	47938
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.07
ALogP	0.4378
MLogP	2.67
XLogP	4.576
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	70.79
RO5 Violation	0