NPASS drugs

Drug Information

Drug ID:	NPD4952
Drug Name:	Varespladib Methyl
Molecular Formula:	C22H22N2O5
Canonical SMILES:	COC(=O)COc1cccc2c1c(C(=O)C(=O)N)c(n2Cc1ccccc1)CC
Standard InCHI:	InChI=1S/C22H22N2O5/c1-3-15-20(21(26)22(23)27)19-16(24(15)12-14-8-5-4-6-9-14)10-7-11-17(19)29-13-18(25)28-2/h4-11H,3,12-13H2,1-2H3,(H2,23,27)
Standard InCHIKey:	VJYDOJXJUCJUHL-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4952

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	313
0.1-0.2	2001
0.2-0.3	8111
0.3-0.4	4702
0.4-0.5	10644
0.5-0.6	3562
0.6-0.7	1272
0.7-0.8	283
0.8-0.85	2
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	0.8073	NPC152768
Intermediate Similarity	0.8073	NPC148183
Intermediate Similarity	0.7873	NPC169402
Intermediate Similarity	0.787	NPC4687
Intermediate Similarity	0.7854	NPC264176
Intermediate Similarity	0.7854	NPC472098
Intermediate Similarity	0.7848	NPC128115
Intermediate Similarity	0.7848	NPC472099
Intermediate Similarity	0.7812	NPC198503
Intermediate Similarity	0.7797	NPC478078
Intermediate Similarity	0.7783	NPC116238
Intermediate Similarity	0.7763	NPC66777
Intermediate Similarity	0.7763	NPC194740
Intermediate Similarity	0.7733	NPC280799
Intermediate Similarity	0.7727	NPC87413
Intermediate Similarity	0.7709	NPC21638
Intermediate Similarity	0.7706	NPC249583
Intermediate Similarity	0.7706	NPC329631
Intermediate Similarity	0.7692	NPC310211
Intermediate Similarity	0.7692	NPC308137
Intermediate Similarity	0.7689	NPC174760
Intermediate Similarity	0.7689	NPC270515
Intermediate Similarity	0.7686	NPC471762
Intermediate Similarity	0.7685	NPC295898
Intermediate Similarity	0.7679	NPC473041
Intermediate Similarity	0.7665	NPC122436
Intermediate Similarity	0.7661	NPC300156
Intermediate Similarity	0.7657	NPC165964
Intermediate Similarity	0.7647	NPC146418
Intermediate Similarity	0.7619	NPC260434
Intermediate Similarity	0.7611	NPC323969
Intermediate Similarity	0.7611	NPC150239
Intermediate Similarity	0.7602	NPC269367
Intermediate Similarity	0.76	NPC46561
Intermediate Similarity	0.7574	NPC101350
Intermediate Similarity	0.7572	NPC478083
Intermediate Similarity	0.7571	NPC88923
Intermediate Similarity	0.7571	NPC315634
Intermediate Similarity	0.7571	NPC100734
Intermediate Similarity	0.7566	NPC298436
Intermediate Similarity	0.7563	NPC78609
Intermediate Similarity	0.7556	NPC305984
Intermediate Similarity	0.7532	NPC311906
Intermediate Similarity	0.7532	NPC235685
Intermediate Similarity	0.7532	NPC184680
Intermediate Similarity	0.7531	NPC303374
Intermediate Similarity	0.7522	NPC303658
Intermediate Similarity	0.7522	NPC247803
Intermediate Similarity	0.7522	NPC96321
Intermediate Similarity	0.7521	NPC253675
Intermediate Similarity	0.7511	NPC39679
Intermediate Similarity	0.7511	NPC196718
Intermediate Similarity	0.75	NPC45190
Intermediate Similarity	0.75	NPC470785
Intermediate Similarity	0.75	NPC60621
Intermediate Similarity	0.749	NPC244543
Intermediate Similarity	0.7489	NPC473187
Intermediate Similarity	0.7489	NPC157931
Intermediate Similarity	0.7479	NPC473105
Intermediate Similarity	0.7477	NPC174672
Intermediate Similarity	0.7469	NPC258048
Intermediate Similarity	0.7468	NPC475816
Intermediate Similarity	0.7467	NPC16066
Intermediate Similarity	0.7447	NPC39370
Intermediate Similarity	0.7437	NPC148889
Intermediate Similarity	0.7436	NPC475720
Intermediate Similarity	0.7436	NPC102593
Intermediate Similarity	0.7436	NPC474192
Intermediate Similarity	0.7434	NPC3207
Intermediate Similarity	0.7426	NPC470784
Intermediate Similarity	0.7426	NPC474183
Intermediate Similarity	0.7422	NPC39500
Intermediate Similarity	0.7412	NPC288987
Intermediate Similarity	0.7412	NPC208084
Intermediate Similarity	0.7409	NPC191489
Intermediate Similarity	0.7403	NPC97746
Intermediate Similarity	0.7393	NPC217176
Intermediate Similarity	0.7393	NPC474688
Intermediate Similarity	0.7389	NPC146976
Intermediate Similarity	0.7384	NPC6786
Intermediate Similarity	0.7368	NPC284685
Intermediate Similarity	0.7366	NPC471304
Intermediate Similarity	0.7364	NPC475844
Intermediate Similarity	0.7362	NPC473186
Intermediate Similarity	0.7355	NPC1608
Intermediate Similarity	0.7347	NPC329982
Intermediate Similarity	0.7345	NPC236668
Intermediate Similarity	0.7344	NPC81939
Intermediate Similarity	0.7339	NPC72211
Intermediate Similarity	0.7336	NPC74360
Intermediate Similarity	0.7331	NPC323752
Intermediate Similarity	0.733	NPC41216
Intermediate Similarity	0.7325	NPC91868
Intermediate Similarity	0.7325	NPC63971
Intermediate Similarity	0.732	NPC152620
Intermediate Similarity	0.732	NPC132385
Intermediate Similarity	0.7316	NPC144452
Intermediate Similarity	0.7314	NPC475666
Intermediate Similarity	0.7309	NPC321428
Intermediate Similarity	0.7304	NPC477533
Intermediate Similarity	0.7293	NPC184408
Intermediate Similarity	0.7287	NPC13603
Intermediate Similarity	0.7287	NPC318068
Intermediate Similarity	0.7284	NPC322482
Intermediate Similarity	0.7277	NPC194040
Intermediate Similarity	0.7269	NPC473833
Intermediate Similarity	0.7265	NPC74575
Intermediate Similarity	0.7265	NPC257851
Intermediate Similarity	0.7265	NPC67401
Intermediate Similarity	0.7265	NPC472286
Intermediate Similarity	0.7265	NPC472287
Intermediate Similarity	0.7257	NPC172222
Intermediate Similarity	0.7257	NPC22481
Intermediate Similarity	0.7257	NPC187501
Intermediate Similarity	0.7257	NPC23294
Intermediate Similarity	0.7257	NPC323198
Intermediate Similarity	0.7253	NPC179287
Intermediate Similarity	0.7252	NPC162484
Intermediate Similarity	0.725	NPC168922
Intermediate Similarity	0.7248	NPC70259
Intermediate Similarity	0.7247	NPC53255
Intermediate Similarity	0.7247	NPC475301
Intermediate Similarity	0.7247	NPC326930
Intermediate Similarity	0.7247	NPC85879
Intermediate Similarity	0.7244	NPC174758
Intermediate Similarity	0.7238	NPC472061
Intermediate Similarity	0.7237	NPC477979
Intermediate Similarity	0.7234	NPC246381
Intermediate Similarity	0.7234	NPC274640
Intermediate Similarity	0.7232	NPC193238
Intermediate Similarity	0.7231	NPC188400
Intermediate Similarity	0.723	NPC282103
Intermediate Similarity	0.7229	NPC129897
Intermediate Similarity	0.7229	NPC276657
Intermediate Similarity	0.7229	NPC216369
Intermediate Similarity	0.7225	NPC12344
Intermediate Similarity	0.7225	NPC219087
Intermediate Similarity	0.7222	NPC138370
Intermediate Similarity	0.7222	NPC470018
Intermediate Similarity	0.7215	NPC49547
Intermediate Similarity	0.7212	NPC191310
Intermediate Similarity	0.7212	NPC303951
Intermediate Similarity	0.7212	NPC470020
Intermediate Similarity	0.7211	NPC328928
Intermediate Similarity	0.7205	NPC330009
Intermediate Similarity	0.7203	NPC24019
Intermediate Similarity	0.7202	NPC43787
Intermediate Similarity	0.7202	NPC205934
Intermediate Similarity	0.72	NPC185197
Intermediate Similarity	0.7196	NPC160381
Intermediate Similarity	0.719	NPC124300
Intermediate Similarity	0.7185	NPC284888
Intermediate Similarity	0.7183	NPC84478
Intermediate Similarity	0.7182	NPC306376
Intermediate Similarity	0.7175	NPC134848
Intermediate Similarity	0.7172	NPC178858
Intermediate Similarity	0.7171	NPC237901
Intermediate Similarity	0.7171	NPC195788
Intermediate Similarity	0.7169	NPC245916
Intermediate Similarity	0.7169	NPC472116
Intermediate Similarity	0.7169	NPC13880
Intermediate Similarity	0.7167	NPC210434
Intermediate Similarity	0.7167	NPC15801
Intermediate Similarity	0.7167	NPC189903
Intermediate Similarity	0.7167	NPC182907
Intermediate Similarity	0.7167	NPC220851
Intermediate Similarity	0.716	NPC291609
Intermediate Similarity	0.716	NPC471303
Intermediate Similarity	0.7156	NPC243850
Intermediate Similarity	0.7156	NPC53344
Intermediate Similarity	0.7155	NPC225279
Intermediate Similarity	0.7154	NPC203373
Intermediate Similarity	0.7149	NPC24370
Intermediate Similarity	0.7149	NPC53534
Intermediate Similarity	0.7149	NPC319232
Intermediate Similarity	0.7149	NPC280714
Intermediate Similarity	0.7149	NPC119134
Intermediate Similarity	0.7143	NPC132539
Intermediate Similarity	0.7143	NPC264285
Intermediate Similarity	0.7143	NPC268077
Intermediate Similarity	0.7143	NPC84347
Intermediate Similarity	0.7143	NPC131885
Intermediate Similarity	0.7143	NPC161801
Intermediate Similarity	0.7137	NPC314633
Intermediate Similarity	0.7136	NPC70956
Intermediate Similarity	0.7136	NPC243834
Intermediate Similarity	0.7131	NPC278525
Intermediate Similarity	0.713	NPC475112
Intermediate Similarity	0.713	NPC291535
Intermediate Similarity	0.713	NPC475085
Intermediate Similarity	0.7126	NPC227824
Intermediate Similarity	0.7126	NPC260909
Intermediate Similarity	0.7125	NPC108342
Intermediate Similarity	0.7124	NPC86834
Intermediate Similarity	0.7124	NPC210828
Intermediate Similarity	0.7123	NPC131017
Intermediate Similarity	0.7119	NPC473540
Intermediate Similarity	0.7118	NPC316181
Intermediate Similarity	0.7118	NPC151781
Intermediate Similarity	0.7118	NPC74562

Drug Structure

NPD4952 OpenBabel08211706322D 31 33 0 0 0 0 0 0 0 0999 V2000 0.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3065 -3.8701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3283 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0193 -2.7111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 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 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 1.2784 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 -0.4158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -1.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -0.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0074 2.2294 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2946 1.0705 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 28 1 0 0 0 0 3 15 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 8 1 0 0 0 0 6 9 2 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 29 1 0 0 0 0 15 20 2 0 0 0 0 15 24 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 29 1 0 0 0 0 18 25 2 0 0 0 0 18 28 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 21 26 2 0 0 0 0 22 23 1 0 0 0 0 22 27 2 0 0 0 0 23 30 1 0 0 0 0 23 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016639
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	394.15
ALogP	-1.4552
MLogP	3.11
XLogP	3.663
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	100.62
RO5 Violation	0