NPASS drugs

Drug Information

Drug ID:	NPD6722
Drug Name:
Molecular Formula:	C27H24N2O5
Canonical SMILES:	OC(=O)Cc1ccc(cc1)c1ccc(cc1)c1onc(c1N=C(O[C@@H](c1ccccc1)C)O)C
Standard InCHI:	InChI=1S/C27H24N2O5/c1-17-25(28-27(32)33-18(2)20-6-4-3-5-7-20)26(34-29-17)23-14-12-22(13-15-23)21-10-8-19(9-11-21)16-24(30)31/h3-15,18H,16H2,1-2H3,(H,28,32)(H,30,31)/t18-/m1/s1
Standard InCHIKey:	LNDDRUPAICPXIN-GOSISDBHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6722

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	220
0.1-0.2	1058
0.2-0.3	3600
0.3-0.4	8847
0.4-0.5	7885
0.5-0.6	8797
0.6-0.7	483
0.7-0.8	0
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
Remote Similarity	0.6872	NPC314297
Remote Similarity	0.6872	NPC315545
Remote Similarity	0.6845	NPC470021
Remote Similarity	0.6828	NPC264400
Remote Similarity	0.6825	NPC313345
Remote Similarity	0.6825	NPC315638
Remote Similarity	0.6825	NPC313796
Remote Similarity	0.6825	NPC314855
Remote Similarity	0.681	NPC317572
Remote Similarity	0.6776	NPC314834
Remote Similarity	0.6751	NPC8467
Remote Similarity	0.6698	NPC314648
Remote Similarity	0.6682	NPC39679
Remote Similarity	0.6667	NPC312645
Remote Similarity	0.665	NPC90415
Remote Similarity	0.665	NPC191310
Remote Similarity	0.6635	NPC470023
Remote Similarity	0.662	NPC132539
Remote Similarity	0.6618	NPC230403
Remote Similarity	0.661	NPC165964
Remote Similarity	0.6606	NPC89508
Remote Similarity	0.6601	NPC282103
Remote Similarity	0.6594	NPC182222
Remote Similarity	0.659	NPC87413
Remote Similarity	0.6584	NPC243058
Remote Similarity	0.6577	NPC323969
Remote Similarity	0.6575	NPC477979
Remote Similarity	0.6571	NPC474916
Remote Similarity	0.6569	NPC194040
Remote Similarity	0.656	NPC244856
Remote Similarity	0.6552	NPC203635
Remote Similarity	0.655	NPC329631
Remote Similarity	0.655	NPC9475
Remote Similarity	0.6545	NPC322064
Remote Similarity	0.6545	NPC114808
Remote Similarity	0.653	NPC236424
Remote Similarity	0.653	NPC306644
Remote Similarity	0.6524	NPC148889
Remote Similarity	0.6503	NPC471316
Remote Similarity	0.65	NPC118228
Remote Similarity	0.65	NPC274842
Remote Similarity	0.6496	NPC124300
Remote Similarity	0.6495	NPC165599
Remote Similarity	0.6494	NPC473187
Remote Similarity	0.6481	NPC4687
Remote Similarity	0.6471	NPC320394
Remote Similarity	0.6471	NPC3207
Remote Similarity	0.6468	NPC291609
Remote Similarity	0.6466	NPC470022
Remote Similarity	0.6463	NPC227824
Remote Similarity	0.6462	NPC280714
Remote Similarity	0.6452	NPC470280
Remote Similarity	0.6442	NPC70340
Remote Similarity	0.6441	NPC246658
Remote Similarity	0.6441	NPC27041
Remote Similarity	0.6438	NPC101350
Remote Similarity	0.6436	NPC256268
Remote Similarity	0.6429	NPC174760
Remote Similarity	0.6422	NPC85661
Remote Similarity	0.6418	NPC84347
Remote Similarity	0.6416	NPC314633
Remote Similarity	0.6416	NPC51388
Remote Similarity	0.6414	NPC310618
Remote Similarity	0.6413	NPC184408
Remote Similarity	0.641	NPC477585
Remote Similarity	0.641	NPC477588
Remote Similarity	0.641	NPC477590
Remote Similarity	0.641	NPC477586
Remote Similarity	0.6406	NPC244741
Remote Similarity	0.6395	NPC477589
Remote Similarity	0.6395	NPC477587
Remote Similarity	0.6395	NPC235685
Remote Similarity	0.6394	NPC144381
Remote Similarity	0.6393	NPC123839
Remote Similarity	0.6391	NPC474701
Remote Similarity	0.6391	NPC260434
Remote Similarity	0.6387	NPC218388
Remote Similarity	0.6386	NPC219848
Remote Similarity	0.6386	NPC315631
Remote Similarity	0.6382	NPC477888
Remote Similarity	0.638	NPC232225
Remote Similarity	0.6377	NPC206186
Remote Similarity	0.6376	NPC46679
Remote Similarity	0.6376	NPC266249
Remote Similarity	0.6375	NPC473800
Remote Similarity	0.6368	NPC169402
Remote Similarity	0.6364	NPC314861
Remote Similarity	0.6364	NPC61731
Remote Similarity	0.6364	NPC220337
Remote Similarity	0.6364	NPC186569
Remote Similarity	0.6364	NPC127362
Remote Similarity	0.6359	NPC103250
Remote Similarity	0.6359	NPC472287
Remote Similarity	0.6359	NPC300156
Remote Similarity	0.6359	NPC132751
Remote Similarity	0.6359	NPC472286
Remote Similarity	0.6356	NPC150239
Remote Similarity	0.6352	NPC57453
Remote Similarity	0.6351	NPC476207
Remote Similarity	0.6351	NPC476256
Remote Similarity	0.6351	NPC476206
Remote Similarity	0.6351	NPC476129
Remote Similarity	0.6351	NPC476205
Remote Similarity	0.6351	NPC259791
Remote Similarity	0.6351	NPC476212
Remote Similarity	0.6351	NPC476257
Remote Similarity	0.6347	NPC121510
Remote Similarity	0.6347	NPC171882
Remote Similarity	0.6344	NPC122436
Remote Similarity	0.6338	NPC102008
Remote Similarity	0.6332	NPC470894
Remote Similarity	0.633	NPC249583
Remote Similarity	0.633	NPC321428
Remote Similarity	0.6329	NPC160381
Remote Similarity	0.6327	NPC121069
Remote Similarity	0.6326	NPC471944
Remote Similarity	0.6324	NPC475685
Remote Similarity	0.6323	NPC74969
Remote Similarity	0.6321	NPC476218
Remote Similarity	0.6321	NPC108804
Remote Similarity	0.6318	NPC303951
Remote Similarity	0.6314	NPC475844
Remote Similarity	0.6313	NPC38961
Remote Similarity	0.6311	NPC74360
Remote Similarity	0.6306	NPC227361
Remote Similarity	0.6306	NPC124658
Remote Similarity	0.6306	NPC250448
Remote Similarity	0.6306	NPC39500
Remote Similarity	0.6304	NPC194740
Remote Similarity	0.6304	NPC274640
Remote Similarity	0.6292	NPC63971
Remote Similarity	0.6292	NPC91868
Remote Similarity	0.6291	NPC141454
Remote Similarity	0.629	NPC23294
Remote Similarity	0.6286	NPC28510
Remote Similarity	0.6282	NPC470017
Remote Similarity	0.6278	NPC116238
Remote Similarity	0.6268	NPC477998
Remote Similarity	0.6268	NPC44354
Remote Similarity	0.6267	NPC247803
Remote Similarity	0.6266	NPC284888
Remote Similarity	0.6263	NPC189116
Remote Similarity	0.6261	NPC91234
Remote Similarity	0.6256	NPC471743
Remote Similarity	0.6256	NPC243850
Remote Similarity	0.6255	NPC15801
Remote Similarity	0.625	NPC148183
Remote Similarity	0.625	NPC161801
Remote Similarity	0.625	NPC152768
Remote Similarity	0.625	NPC241392
Remote Similarity	0.625	NPC288854
Remote Similarity	0.625	NPC474688
Remote Similarity	0.6245	NPC179287
Remote Similarity	0.6244	NPC85613
Remote Similarity	0.6244	NPC308895
Remote Similarity	0.6244	NPC27904
Remote Similarity	0.6244	NPC124086
Remote Similarity	0.624	NPC473188
Remote Similarity	0.6239	NPC288987
Remote Similarity	0.6239	NPC472259
Remote Similarity	0.6234	NPC471762
Remote Similarity	0.6234	NPC208522
Remote Similarity	0.6233	NPC207866
Remote Similarity	0.6232	NPC469829
Remote Similarity	0.623	NPC315829
Remote Similarity	0.623	NPC244866
Remote Similarity	0.6228	NPC144452
Remote Similarity	0.6225	NPC315406
Remote Similarity	0.6222	NPC244425
Remote Similarity	0.6222	NPC15384
Remote Similarity	0.622	NPC469830
Remote Similarity	0.6217	NPC319232
Remote Similarity	0.6217	NPC473506
Remote Similarity	0.6217	NPC24370
Remote Similarity	0.6216	NPC187501
Remote Similarity	0.6214	NPC270301
Remote Similarity	0.621	NPC45190
Remote Similarity	0.6209	NPC138370
Remote Similarity	0.6207	NPC303225
Remote Similarity	0.6205	NPC290227
Remote Similarity	0.6204	NPC478083
Remote Similarity	0.6201	NPC229893
Remote Similarity	0.6197	NPC141053
Remote Similarity	0.6195	NPC472168
Remote Similarity	0.6193	NPC134848
Remote Similarity	0.619	NPC74575
Remote Similarity	0.619	NPC228377
Remote Similarity	0.619	NPC122968
Remote Similarity	0.619	NPC476110
Remote Similarity	0.619	NPC477787
Remote Similarity	0.619	NPC304307
Remote Similarity	0.619	NPC257851
Remote Similarity	0.619	NPC87152
Remote Similarity	0.619	NPC328186
Remote Similarity	0.619	NPC475600
Remote Similarity	0.619	NPC124920
Remote Similarity	0.619	NPC261251
Remote Similarity	0.619	NPC475631
Remote Similarity	0.619	NPC34580
Remote Similarity	0.619	NPC118559

Drug Structure

NPD6722 OpenBabel08211710072D 36 39 0 0 1 0 0 0 0 0999 V2000 2.4727 -0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8701 -3.3065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8916 -0.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0995 -1.2991 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9406 -0.0119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3564 -1.9682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1974 -0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.9945 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 -2.9945 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 -0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -4.4945 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 3.6622 -2.3283 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.3007 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4053 -1.6592 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 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 1.9680 -2.6884 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0169 -2.3794 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -4.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1759 -3.6666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7111 -2.0193 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 -8.7648 -3.9945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.4328 -4.3357 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 20 2 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 19 2 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 21 2 0 0 0 0 11 21 1 0 0 0 0 12 14 1 0 0 0 0 12 22 2 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 23 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 17 29 2 0 0 0 0 18 2 1 1 0 0 0 18 20 1 0 0 0 0 18 33 1 0 0 0 0 21 22 1 0 0 0 0 23 26 1 0 0 0 0 24 30 2 0 0 0 0 24 31 1 0 0 0 0 25 26 2 0 0 0 0 25 28 1 0 0 0 0 26 34 1 0 0 0 0 27 28 2 3 0 0 0 27 32 1 0 0 0 0 27 33 1 0 0 0 0 29 34 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002553
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46213949
ChEBI
CAS Number

Drug Properties

Molecular Weight	456.17
ALogP	0.5505
MLogP	3.66
XLogP	9.672
HDA	5
HBD	2
Rotatable Bonds	12
TPSA	105.15
RO5 Violation	1