NPASS drugs

Drug Information

Drug ID:	NPD4373
Drug Name:	Varespladib
Molecular Formula:	C21H20N2O5
Canonical SMILES:	CCc1c(C(=O)C(=O)N)c2c(n1Cc1ccccc1)cccc2OCC(=O)O
Standard InCHI:	InChI=1S/C21H20N2O5/c1-2-14-19(20(26)21(22)27)18-15(9-6-10-16(18)28-12-17(24)25)23(14)11-13-7-4-3-5-8-13/h3-10H,2,11-12H2,1H3,(H2,22,27)(H,24,25)
Standard InCHIKey:	BHLXTPHDSZUFHR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4373

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	279
0.1-0.2	1764
0.2-0.3	7476
0.3-0.4	5365
0.4-0.5	9867
0.5-0.6	4501
0.6-0.7	1342
0.7-0.8	296
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	0.7982	NPC128115
Intermediate Similarity	0.7964	NPC148183
Intermediate Similarity	0.7964	NPC152768
Intermediate Similarity	0.7817	NPC194740
Intermediate Similarity	0.7783	NPC87413
Intermediate Similarity	0.7782	NPC165964
Intermediate Similarity	0.7768	NPC169402
Intermediate Similarity	0.7763	NPC4687
Intermediate Similarity	0.7748	NPC264176
Intermediate Similarity	0.7748	NPC472098
Intermediate Similarity	0.7743	NPC174760
Intermediate Similarity	0.7743	NPC472099
Intermediate Similarity	0.7709	NPC198503
Intermediate Similarity	0.7696	NPC478078
Intermediate Similarity	0.7679	NPC116238
Intermediate Similarity	0.7665	NPC150239
Intermediate Similarity	0.7662	NPC66777
Intermediate Similarity	0.766	NPC184680
Intermediate Similarity	0.7632	NPC280799
Intermediate Similarity	0.7627	NPC470785
Intermediate Similarity	0.7615	NPC78609
Intermediate Similarity	0.7609	NPC21638
Intermediate Similarity	0.7607	NPC329631
Intermediate Similarity	0.7602	NPC249583
Intermediate Similarity	0.7593	NPC270515
Intermediate Similarity	0.7592	NPC258048
Intermediate Similarity	0.7589	NPC310211
Intermediate Similarity	0.7589	NPC308137
Intermediate Similarity	0.7586	NPC471762
Intermediate Similarity	0.758	NPC295898
Intermediate Similarity	0.7577	NPC473041
Intermediate Similarity	0.7577	NPC247803
Intermediate Similarity	0.7577	NPC303658
Intermediate Similarity	0.7568	NPC39679
Intermediate Similarity	0.7565	NPC122436
Intermediate Similarity	0.7557	NPC300156
Intermediate Similarity	0.7555	NPC60621
Intermediate Similarity	0.7553	NPC470784
Intermediate Similarity	0.7553	NPC474183
Intermediate Similarity	0.7545	NPC146418
Intermediate Similarity	0.7542	NPC473187
Intermediate Similarity	0.7541	NPC244543
Intermediate Similarity	0.7532	NPC473105
Intermediate Similarity	0.7521	NPC475816
Intermediate Similarity	0.7521	NPC260434
Intermediate Similarity	0.7511	NPC323969
Intermediate Similarity	0.75	NPC269367
Intermediate Similarity	0.75	NPC46561
Intermediate Similarity	0.749	NPC475844
Intermediate Similarity	0.7489	NPC475720
Intermediate Similarity	0.7489	NPC3207
Intermediate Similarity	0.7489	NPC474192
Intermediate Similarity	0.748	NPC315634
Intermediate Similarity	0.748	NPC100734
Intermediate Similarity	0.748	NPC478083
Intermediate Similarity	0.748	NPC88923
Intermediate Similarity	0.7479	NPC101350
Intermediate Similarity	0.7467	NPC298436
Intermediate Similarity	0.7457	NPC97746
Intermediate Similarity	0.7456	NPC305984
Intermediate Similarity	0.7439	NPC303374
Intermediate Similarity	0.7437	NPC235685
Intermediate Similarity	0.7437	NPC6786
Intermediate Similarity	0.7436	NPC311906
Intermediate Similarity	0.7426	NPC253675
Intermediate Similarity	0.7424	NPC96321
Intermediate Similarity	0.7415	NPC196718
Intermediate Similarity	0.7409	NPC13603
Intermediate Similarity	0.7399	NPC45190
Intermediate Similarity	0.7399	NPC472287
Intermediate Similarity	0.7399	NPC472286
Intermediate Similarity	0.7398	NPC329982
Intermediate Similarity	0.7393	NPC157931
Intermediate Similarity	0.7391	NPC74360
Intermediate Similarity	0.739	NPC473833
Intermediate Similarity	0.7384	NPC323752
Intermediate Similarity	0.7384	NPC172222
Intermediate Similarity	0.7378	NPC174672
Intermediate Similarity	0.7377	NPC91868
Intermediate Similarity	0.7377	NPC63971
Intermediate Similarity	0.7371	NPC132385
Intermediate Similarity	0.7368	NPC326930
Intermediate Similarity	0.7368	NPC475301
Intermediate Similarity	0.7368	NPC16066
Intermediate Similarity	0.7368	NPC53255
Intermediate Similarity	0.7368	NPC85879
Intermediate Similarity	0.7366	NPC321428
Intermediate Similarity	0.7362	NPC246381
Intermediate Similarity	0.7355	NPC188400
Intermediate Similarity	0.7353	NPC39370
Intermediate Similarity	0.7349	NPC129897
Intermediate Similarity	0.7348	NPC184408
Intermediate Similarity	0.7344	NPC148889
Intermediate Similarity	0.7342	NPC102593
Intermediate Similarity	0.7336	NPC194040
Intermediate Similarity	0.7331	NPC328928
Intermediate Similarity	0.7325	NPC39500
Intermediate Similarity	0.732	NPC191489
Intermediate Similarity	0.7317	NPC67401
Intermediate Similarity	0.7316	NPC208084
Intermediate Similarity	0.7316	NPC288987
Intermediate Similarity	0.7314	NPC124300
Intermediate Similarity	0.7313	NPC23294
Intermediate Similarity	0.7311	NPC323198
Intermediate Similarity	0.7308	NPC179287
Intermediate Similarity	0.73	NPC217176
Intermediate Similarity	0.73	NPC474688
Intermediate Similarity	0.7293	NPC146976
Intermediate Similarity	0.7289	NPC193238
Intermediate Similarity	0.7288	NPC274640
Intermediate Similarity	0.7287	NPC237901
Intermediate Similarity	0.7287	NPC195788
Intermediate Similarity	0.7284	NPC291609
Intermediate Similarity	0.7284	NPC276657
Intermediate Similarity	0.7281	NPC219087
Intermediate Similarity	0.7281	NPC12344
Intermediate Similarity	0.728	NPC284685
Intermediate Similarity	0.728	NPC216369
Intermediate Similarity	0.7269	NPC473186
Intermediate Similarity	0.7269	NPC471304
Intermediate Similarity	0.7269	NPC303951
Intermediate Similarity	0.7269	NPC318068
Intermediate Similarity	0.7265	NPC1608
Intermediate Similarity	0.7261	NPC330009
Intermediate Similarity	0.7254	NPC81939
Intermediate Similarity	0.7249	NPC151781
Intermediate Similarity	0.7249	NPC316181
Intermediate Similarity	0.7249	NPC236668
Intermediate Similarity	0.7249	NPC74562
Intermediate Similarity	0.7244	NPC227824
Intermediate Similarity	0.7241	NPC260909
Intermediate Similarity	0.724	NPC72211
Intermediate Similarity	0.724	NPC306376
Intermediate Similarity	0.7238	NPC284888
Intermediate Similarity	0.7233	NPC152620
Intermediate Similarity	0.7232	NPC134848
Intermediate Similarity	0.7232	NPC41216
Intermediate Similarity	0.7229	NPC312645
Intermediate Similarity	0.7225	NPC469589
Intermediate Similarity	0.7224	NPC310618
Intermediate Similarity	0.7224	NPC178858
Intermediate Similarity	0.7224	NPC475666
Intermediate Similarity	0.7222	NPC220851
Intermediate Similarity	0.7222	NPC144452
Intermediate Similarity	0.722	NPC15801
Intermediate Similarity	0.7212	NPC53344
Intermediate Similarity	0.721	NPC477533
Intermediate Similarity	0.7207	NPC280714
Intermediate Similarity	0.7203	NPC24370
Intermediate Similarity	0.7203	NPC319232
Intermediate Similarity	0.7202	NPC99891
Intermediate Similarity	0.7198	NPC264285
Intermediate Similarity	0.7195	NPC243834
Intermediate Similarity	0.7195	NPC70956
Intermediate Similarity	0.7195	NPC161801
Intermediate Similarity	0.7194	NPC471978
Intermediate Similarity	0.7191	NPC322482
Intermediate Similarity	0.7191	NPC314633
Intermediate Similarity	0.7188	NPC475112
Intermediate Similarity	0.7188	NPC291535
Intermediate Similarity	0.7188	NPC475085
Intermediate Similarity	0.7181	NPC86834
Intermediate Similarity	0.7181	NPC210828
Intermediate Similarity	0.7176	NPC471979
Intermediate Similarity	0.7173	NPC257851
Intermediate Similarity	0.7173	NPC74575
Intermediate Similarity	0.7168	NPC314855
Intermediate Similarity	0.7168	NPC313345
Intermediate Similarity	0.7168	NPC313796
Intermediate Similarity	0.7168	NPC315638
Intermediate Similarity	0.7168	NPC476106
Intermediate Similarity	0.7167	NPC22481
Intermediate Similarity	0.7162	NPC187501
Intermediate Similarity	0.7162	NPC472284
Intermediate Similarity	0.7162	NPC220337
Intermediate Similarity	0.7161	NPC473449
Intermediate Similarity	0.716	NPC168922
Intermediate Similarity	0.7156	NPC162484
Intermediate Similarity	0.7154	NPC469734
Intermediate Similarity	0.7149	NPC174758
Intermediate Similarity	0.7149	NPC16352
Intermediate Similarity	0.7149	NPC70259
Intermediate Similarity	0.7149	NPC472061
Intermediate Similarity	0.7143	NPC477979
Intermediate Similarity	0.7143	NPC118228
Intermediate Similarity	0.7143	NPC471944
Intermediate Similarity	0.7137	NPC183777
Intermediate Similarity	0.7137	NPC134637
Intermediate Similarity	0.7137	NPC315545
Intermediate Similarity	0.7137	NPC182222
Intermediate Similarity	0.7137	NPC314297
Intermediate Similarity	0.7131	NPC470018
Intermediate Similarity	0.713	NPC282103
Intermediate Similarity	0.7126	NPC279589
Intermediate Similarity	0.7126	NPC475315
Intermediate Similarity	0.7126	NPC324619
Intermediate Similarity	0.7125	NPC49547
Intermediate Similarity	0.7123	NPC138370
Intermediate Similarity	0.7119	NPC131486
Intermediate Similarity	0.7118	NPC470020

Drug Structure

NPD4373 OpenBabel08211705262D 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 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 -4.5380 -1.4781 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 -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 -5.4041 -0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 7 1 0 0 0 0 5 8 2 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 15 1 0 0 0 0 10 16 2 0 0 0 0 11 13 1 0 0 0 0 11 23 1 0 0 0 0 12 17 1 0 0 0 0 12 28 1 0 0 0 0 14 19 2 0 0 0 0 14 23 1 0 0 0 0 15 18 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 28 1 0 0 0 0 17 24 2 0 0 0 0 17 25 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 20 26 2 0 0 0 0 21 22 1 0 0 0 0 21 27 2 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	380.14
ALogP	-1.7062
MLogP	3
XLogP	3.342
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	111.62
RO5 Violation	0