NPASS drugs

Drug Information

Drug ID:	NPD6716
Drug Name:	ONO-4053
Molecular Formula:	C27H23FN2O5
Canonical SMILES:	Fc1ccc2c(c1)O[C@@H](CN2C)COc1ccc(cc1)C(=O)n1c(C)cc2c1cccc2C(=O)O
Standard InCHI:	InChI=1S/C27H23FN2O5/c1-16-12-22-21(27(32)33)4-3-5-23(22)30(16)26(31)17-6-9-19(10-7-17)34-15-20-14-29(2)24-11-8-18(28)13-25(24)35-20/h3-13,20H,14-15H2,1-2H3,(H,32,33)/t20-/m0/s1
Standard InCHIKey:	SGTBZFCOXGUQSB-FQEVSTJZSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6716

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	311
0.1-0.2	1619
0.2-0.3	7324
0.3-0.4	5608
0.4-0.5	9909
0.5-0.6	4428
0.6-0.7	1441
0.7-0.8	248
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	0.8162	NPC475844
Intermediate Similarity	0.806	NPC329631
Intermediate Similarity	0.7974	NPC474688
Intermediate Similarity	0.7821	NPC474701
Intermediate Similarity	0.7811	NPC274640
Intermediate Similarity	0.7725	NPC470018
Intermediate Similarity	0.7718	NPC291609
Intermediate Similarity	0.7702	NPC129897
Intermediate Similarity	0.7686	NPC208522
Intermediate Similarity	0.7676	NPC124300
Intermediate Similarity	0.7672	NPC144452
Intermediate Similarity	0.7649	NPC132385
Intermediate Similarity	0.7647	NPC253675
Intermediate Similarity	0.7634	NPC472286
Intermediate Similarity	0.7634	NPC472287
Intermediate Similarity	0.7592	NPC270515
Intermediate Similarity	0.7588	NPC264176
Intermediate Similarity	0.7586	NPC128115
Intermediate Similarity	0.7586	NPC472099
Intermediate Similarity	0.7582	NPC310618
Intermediate Similarity	0.7573	NPC39370
Intermediate Similarity	0.7564	NPC51388
Intermediate Similarity	0.7563	NPC473186
Intermediate Similarity	0.7563	NPC49547
Intermediate Similarity	0.755	NPC318068
Intermediate Similarity	0.7542	NPC74575
Intermediate Similarity	0.7542	NPC470017
Intermediate Similarity	0.7532	NPC21638
Intermediate Similarity	0.7532	NPC473449
Intermediate Similarity	0.753	NPC67401
Intermediate Similarity	0.7521	NPC41501
Intermediate Similarity	0.7511	NPC472098
Intermediate Similarity	0.7511	NPC225279
Intermediate Similarity	0.751	NPC184680
Intermediate Similarity	0.75	NPC184408
Intermediate Similarity	0.7479	NPC280799
Intermediate Similarity	0.7479	NPC474183
Intermediate Similarity	0.7479	NPC470785
Intermediate Similarity	0.7467	NPC87413
Intermediate Similarity	0.746	NPC191489
Intermediate Similarity	0.746	NPC137353
Intermediate Similarity	0.7458	NPC97746
Intermediate Similarity	0.7451	NPC227824
Intermediate Similarity	0.7449	NPC475816
Intermediate Similarity	0.744	NPC472435
Intermediate Similarity	0.7439	NPC58209
Intermediate Similarity	0.7437	NPC194740
Intermediate Similarity	0.7424	NPC470020
Intermediate Similarity	0.7419	NPC165964
Intermediate Similarity	0.7415	NPC205372
Intermediate Similarity	0.7414	NPC152768
Intermediate Similarity	0.7414	NPC148183
Intermediate Similarity	0.7412	NPC88923
Intermediate Similarity	0.7412	NPC315634
Intermediate Similarity	0.7412	NPC100734
Intermediate Similarity	0.7409	NPC161801
Intermediate Similarity	0.7407	NPC470784
Intermediate Similarity	0.7391	NPC146418
Intermediate Similarity	0.7388	NPC72905
Intermediate Similarity	0.7366	NPC6786
Intermediate Similarity	0.7366	NPC470022
Intermediate Similarity	0.7364	NPC66777
Intermediate Similarity	0.7358	NPC188400
Intermediate Similarity	0.7358	NPC160100
Intermediate Similarity	0.7352	NPC472436
Intermediate Similarity	0.735	NPC131885
Intermediate Similarity	0.7348	NPC269367
Intermediate Similarity	0.7344	NPC475720
Intermediate Similarity	0.7344	NPC474192
Intermediate Similarity	0.7339	NPC194040
Intermediate Similarity	0.7328	NPC236668
Intermediate Similarity	0.7328	NPC39500
Intermediate Similarity	0.7321	NPC472284
Intermediate Similarity	0.732	NPC133609
Intermediate Similarity	0.7319	NPC298436
Intermediate Similarity	0.7317	NPC166712
Intermediate Similarity	0.7314	NPC473105
Intermediate Similarity	0.7313	NPC207971
Intermediate Similarity	0.7311	NPC179287
Intermediate Similarity	0.7308	NPC312645
Intermediate Similarity	0.7304	NPC469589
Intermediate Similarity	0.7301	NPC470586
Intermediate Similarity	0.7297	NPC101312
Intermediate Similarity	0.7296	NPC146976
Intermediate Similarity	0.7295	NPC476995
Intermediate Similarity	0.7293	NPC321428
Intermediate Similarity	0.7293	NPC193238
Intermediate Similarity	0.7293	NPC4687
Intermediate Similarity	0.7292	NPC471762
Intermediate Similarity	0.7291	NPC189079
Intermediate Similarity	0.7288	NPC174760
Intermediate Similarity	0.7288	NPC323969
Intermediate Similarity	0.7287	NPC142385
Intermediate Similarity	0.7284	NPC34770
Intermediate Similarity	0.7281	NPC268077
Intermediate Similarity	0.7277	NPC303658
Intermediate Similarity	0.7276	NPC210296
Intermediate Similarity	0.7276	NPC99891
Intermediate Similarity	0.7262	NPC244543
Intermediate Similarity	0.7261	NPC39679
Intermediate Similarity	0.7253	NPC151781
Intermediate Similarity	0.7253	NPC316181
Intermediate Similarity	0.7253	NPC74562
Intermediate Similarity	0.725	NPC257851
Intermediate Similarity	0.7249	NPC314855
Intermediate Similarity	0.7249	NPC313345
Intermediate Similarity	0.7249	NPC313796
Intermediate Similarity	0.7249	NPC315638
Intermediate Similarity	0.7246	NPC208084
Intermediate Similarity	0.7244	NPC102008
Intermediate Similarity	0.7243	NPC172222
Intermediate Similarity	0.7243	NPC22481
Intermediate Similarity	0.7234	NPC293151
Intermediate Similarity	0.7231	NPC476999
Intermediate Similarity	0.7227	NPC216612
Intermediate Similarity	0.7227	NPC210434
Intermediate Similarity	0.7222	NPC118228
Intermediate Similarity	0.7222	NPC16066
Intermediate Similarity	0.722	NPC476997
Intermediate Similarity	0.722	NPC311906
Intermediate Similarity	0.722	NPC230403
Intermediate Similarity	0.7217	NPC314297
Intermediate Similarity	0.7217	NPC315545
Intermediate Similarity	0.7217	NPC53344
Intermediate Similarity	0.7216	NPC284685
Intermediate Similarity	0.7215	NPC150239
Intermediate Similarity	0.7212	NPC280714
Intermediate Similarity	0.7211	NPC203373
Intermediate Similarity	0.7203	NPC473041
Intermediate Similarity	0.7197	NPC279589
Intermediate Similarity	0.7194	NPC329982
Intermediate Similarity	0.719	NPC476998
Intermediate Similarity	0.719	NPC278525
Intermediate Similarity	0.719	NPC24019
Intermediate Similarity	0.719	NPC476996
Intermediate Similarity	0.7189	NPC472434
Intermediate Similarity	0.7188	NPC89549
Intermediate Similarity	0.7185	NPC60621
Intermediate Similarity	0.7185	NPC198503
Intermediate Similarity	0.7184	NPC108342
Intermediate Similarity	0.7179	NPC89508
Intermediate Similarity	0.7179	NPC250448
Intermediate Similarity	0.7178	NPC157931
Intermediate Similarity	0.7178	NPC140296
Intermediate Similarity	0.7176	NPC258048
Intermediate Similarity	0.7174	NPC300156
Intermediate Similarity	0.7173	NPC288987
Intermediate Similarity	0.7172	NPC323198
Intermediate Similarity	0.7172	NPC323752
Intermediate Similarity	0.7172	NPC284888
Intermediate Similarity	0.717	NPC45048
Intermediate Similarity	0.7167	NPC187501
Intermediate Similarity	0.7165	NPC303374
Intermediate Similarity	0.7161	NPC169402
Intermediate Similarity	0.7161	NPC305984
Intermediate Similarity	0.716	NPC217176
Intermediate Similarity	0.7154	NPC189903
Intermediate Similarity	0.7154	NPC182907
Intermediate Similarity	0.7154	NPC285343
Intermediate Similarity	0.7154	NPC472061
Intermediate Similarity	0.7149	NPC75179
Intermediate Similarity	0.7149	NPC476994
Intermediate Similarity	0.7149	NPC208364
Intermediate Similarity	0.7143	NPC132642
Intermediate Similarity	0.7143	NPC249583
Intermediate Similarity	0.7137	NPC24370
Intermediate Similarity	0.7137	NPC5374
Intermediate Similarity	0.7137	NPC319232
Intermediate Similarity	0.7132	NPC230683
Intermediate Similarity	0.7131	NPC107836
Intermediate Similarity	0.7131	NPC247803
Intermediate Similarity	0.7131	NPC96321
Intermediate Similarity	0.713	NPC314648
Intermediate Similarity	0.7124	NPC314834
Intermediate Similarity	0.7121	NPC185197
Intermediate Similarity	0.7118	NPC295898
Intermediate Similarity	0.7115	NPC473188
Intermediate Similarity	0.7115	NPC473800
Intermediate Similarity	0.7115	NPC183537
Intermediate Similarity	0.7114	NPC473187
Intermediate Similarity	0.7112	NPC470931
Intermediate Similarity	0.7112	NPC287208
Intermediate Similarity	0.7107	NPC304307
Intermediate Similarity	0.7107	NPC118559
Intermediate Similarity	0.7107	NPC473185
Intermediate Similarity	0.7107	NPC34580
Intermediate Similarity	0.7107	NPC124920
Intermediate Similarity	0.7107	NPC478078
Intermediate Similarity	0.7106	NPC469592
Intermediate Similarity	0.7106	NPC232225
Intermediate Similarity	0.7106	NPC471080
Intermediate Similarity	0.71	NPC472111
Intermediate Similarity	0.7089	NPC246658
Intermediate Similarity	0.7088	NPC478009
Intermediate Similarity	0.7087	NPC317572
Intermediate Similarity	0.7087	NPC475774
Intermediate Similarity	0.7085	NPC477589
Intermediate Similarity	0.7085	NPC477587
Intermediate Similarity	0.7085	NPC15801
Intermediate Similarity	0.7083	NPC220851

Drug Structure

NPD6716 OpenBabel08211710072D 36 40 0 0 1 0 0 0 0 0999 V2000 -7.1836 3.8849 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 -5.8066 -0.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7847 -0.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4976 0.7623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6449 2.1636 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 2.9067 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 1 0 0 0 0 0 0 0 0 0 -7.4539 0.3465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 1.5055 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 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4320 0.1386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.1011 0.8817 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7410 -0.8125 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 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 -8.0719 -1.5556 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 21 1 0 0 0 0 5 23 2 0 0 0 0 6 9 1 0 0 0 0 6 17 2 0 0 0 0 7 10 2 0 0 0 0 7 17 1 0 0 0 0 8 11 2 0 0 0 0 8 18 1 0 0 0 0 9 19 2 0 0 0 0 10 19 1 0 0 0 0 11 24 1 0 0 0 0 12 16 2 0 0 0 0 12 22 1 0 0 0 0 13 18 2 0 0 0 0 13 25 1 0 0 0 0 14 20 1 0 0 0 0 14 29 1 0 0 0 0 15 34 1 0 0 0 0 16 30 1 0 0 0 0 17 26 1 0 0 0 0 18 28 1 0 0 0 0 19 34 1 0 0 0 0 20 15 1 1 0 0 0 20 35 1 0 0 0 0 21 22 2 0 0 0 0 21 27 1 0 0 0 0 22 23 1 0 0 0 0 23 30 1 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 25 35 1 0 0 0 0 26 30 1 0 0 0 0 26 31 2 0 0 0 0 27 32 2 0 0 0 0 27 33 1 0 0 0 0 33 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006558
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	474.16
ALogP	-0.1753
MLogP	3.55
XLogP	5.197
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	81
RO5 Violation	1