NPASS drugs

Drug Information

Drug ID:	NPD6138
Drug Name:
Molecular Formula:	C25H19NO3
Canonical SMILES:	OC(=O)c1cc(ccc1O)n1c2CCc3c(c2cc1c1ccccc1)cccc3
Standard InCHI:	InChI=1S/C25H19NO3/c27-24-13-11-18(14-21(24)25(28)29)26-22-12-10-16-6-4-5-9-19(16)20(22)15-23(26)17-7-2-1-3-8-17/h1-9,11,13-15,27H,10,12H2,(H,28,29)
Standard InCHIKey:	HAWWPSYXSLJRBO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6138

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	324
0.1-0.2	1587
0.2-0.3	6461
0.3-0.4	6210
0.4-0.5	10290
0.5-0.6	4704
0.6-0.7	1188
0.7-0.8	125
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	0.8039	NPC9894
Intermediate Similarity	0.7831	NPC303225
Intermediate Similarity	0.7799	NPC3207
Intermediate Similarity	0.7692	NPC23294
Intermediate Similarity	0.7688	NPC199737
Intermediate Similarity	0.7644	NPC303951
Intermediate Similarity	0.7633	NPC86834
Intermediate Similarity	0.7633	NPC210828
Intermediate Similarity	0.7617	NPC280799
Intermediate Similarity	0.7576	NPC183805
Intermediate Similarity	0.7576	NPC246700
Intermediate Similarity	0.757	NPC174760
Intermediate Similarity	0.7563	NPC194040
Intermediate Similarity	0.75	NPC280714
Intermediate Similarity	0.7489	NPC6786
Intermediate Similarity	0.7487	NPC128751
Intermediate Similarity	0.7465	NPC51388
Intermediate Similarity	0.7464	NPC39679
Intermediate Similarity	0.745	NPC106833
Intermediate Similarity	0.745	NPC469497
Intermediate Similarity	0.7448	NPC112336
Intermediate Similarity	0.7448	NPC474814
Intermediate Similarity	0.7437	NPC206186
Intermediate Similarity	0.743	NPC293151
Intermediate Similarity	0.743	NPC169402
Intermediate Similarity	0.7418	NPC116238
Intermediate Similarity	0.7411	NPC243058
Intermediate Similarity	0.7407	NPC150239
Intermediate Similarity	0.7402	NPC90229
Intermediate Similarity	0.7402	NPC153042
Intermediate Similarity	0.7389	NPC276517
Intermediate Similarity	0.7374	NPC203635
Intermediate Similarity	0.7368	NPC300156
Intermediate Similarity	0.7366	NPC474916
Intermediate Similarity	0.7366	NPC473187
Intermediate Similarity	0.7358	NPC294375
Intermediate Similarity	0.7349	NPC246658
Intermediate Similarity	0.734	NPC45850
Intermediate Similarity	0.7315	NPC247803
Intermediate Similarity	0.7311	NPC124086
Intermediate Similarity	0.7304	NPC181502
Intermediate Similarity	0.7304	NPC85066
Intermediate Similarity	0.7302	NPC469928
Intermediate Similarity	0.73	NPC90415
Intermediate Similarity	0.7296	NPC219848
Intermediate Similarity	0.7288	NPC89549
Intermediate Similarity	0.7282	NPC102008
Intermediate Similarity	0.7277	NPC87413
Intermediate Similarity	0.7265	NPC474701
Intermediate Similarity	0.7259	NPC256268
Intermediate Similarity	0.7256	NPC118228
Intermediate Similarity	0.7251	NPC283117
Intermediate Similarity	0.7251	NPC53344
Intermediate Similarity	0.7245	NPC84347
Intermediate Similarity	0.7238	NPC314648
Intermediate Similarity	0.7232	NPC132329
Intermediate Similarity	0.7215	NPC121069
Intermediate Similarity	0.7213	NPC323798
Intermediate Similarity	0.7212	NPC213308
Intermediate Similarity	0.7196	NPC220337
Intermediate Similarity	0.7192	NPC144381
Intermediate Similarity	0.7176	NPC190401
Intermediate Similarity	0.7176	NPC239763
Intermediate Similarity	0.7175	NPC274640
Intermediate Similarity	0.7173	NPC322644
Intermediate Similarity	0.7172	NPC88363
Intermediate Similarity	0.7171	NPC230403
Intermediate Similarity	0.717	NPC193238
Intermediate Similarity	0.7169	NPC276657
Intermediate Similarity	0.7156	NPC46561
Intermediate Similarity	0.7155	NPC218388
Intermediate Similarity	0.7143	NPC474409
Intermediate Similarity	0.7136	NPC271792
Intermediate Similarity	0.7135	NPC475983
Intermediate Similarity	0.713	NPC316181
Intermediate Similarity	0.713	NPC151781
Intermediate Similarity	0.713	NPC74562
Intermediate Similarity	0.7123	NPC313796
Intermediate Similarity	0.7123	NPC314855
Intermediate Similarity	0.7123	NPC313345
Intermediate Similarity	0.7123	NPC315638
Intermediate Similarity	0.7123	NPC45190
Intermediate Similarity	0.7115	NPC472284
Intermediate Similarity	0.711	NPC191088
Intermediate Similarity	0.711	NPC13599
Intermediate Similarity	0.711	NPC268393
Intermediate Similarity	0.711	NPC303384
Intermediate Similarity	0.711	NPC298840
Intermediate Similarity	0.711	NPC3214
Intermediate Similarity	0.7104	NPC144452
Intermediate Similarity	0.7097	NPC237740
Intermediate Similarity	0.7089	NPC315545
Intermediate Similarity	0.7089	NPC4687
Intermediate Similarity	0.7089	NPC314297
Intermediate Similarity	0.7089	NPC193777
Intermediate Similarity	0.7089	NPC270918
Intermediate Similarity	0.7089	NPC321428
Intermediate Similarity	0.7083	NPC308137
Intermediate Similarity	0.7083	NPC310211
Intermediate Similarity	0.7079	NPC94943
Intermediate Similarity	0.7078	NPC184408
Intermediate Similarity	0.7076	NPC472588
Intermediate Similarity	0.707	NPC470020
Intermediate Similarity	0.707	NPC309845
Intermediate Similarity	0.7069	NPC160898
Intermediate Similarity	0.7064	NPC322064
Intermediate Similarity	0.7064	NPC330009
Intermediate Similarity	0.7059	NPC198503
Intermediate Similarity	0.7056	NPC171787
Intermediate Similarity	0.7051	NPC31700
Intermediate Similarity	0.7051	NPC250448
Intermediate Similarity	0.7048	NPC45459
Intermediate Similarity	0.7048	NPC315491
Intermediate Similarity	0.7045	NPC74360
Intermediate Similarity	0.7044	NPC160381
Intermediate Similarity	0.7035	NPC119006
Intermediate Similarity	0.7032	NPC27041
Intermediate Similarity	0.703	NPC190007
Intermediate Similarity	0.7028	NPC476098
Intermediate Similarity	0.7028	NPC317572
Intermediate Similarity	0.7017	NPC472589
Intermediate Similarity	0.7014	NPC469439
Intermediate Similarity	0.7014	NPC471944
Intermediate Similarity	0.701	NPC278434
Intermediate Similarity	0.7005	NPC219087
Intermediate Similarity	0.7005	NPC48353
Remote Similarity	0.6995	NPC241025
Remote Similarity	0.6991	NPC314834
Remote Similarity	0.6986	NPC156704
Remote Similarity	0.6981	NPC211813
Remote Similarity	0.698	NPC212535
Remote Similarity	0.6977	NPC470931
Remote Similarity	0.6971	NPC146724
Remote Similarity	0.696	NPC316065
Remote Similarity	0.696	NPC474688
Remote Similarity	0.696	NPC289905
Remote Similarity	0.6957	NPC280964
Remote Similarity	0.6957	NPC141915
Remote Similarity	0.6957	NPC114335
Remote Similarity	0.6954	NPC471778
Remote Similarity	0.6952	NPC306376
Remote Similarity	0.6948	NPC134848
Remote Similarity	0.6948	NPC200836
Remote Similarity	0.6944	NPC325297
Remote Similarity	0.6944	NPC61038
Remote Similarity	0.6944	NPC284102
Remote Similarity	0.6941	NPC16066
Remote Similarity	0.694	NPC475844
Remote Similarity	0.694	NPC210296
Remote Similarity	0.6937	NPC225279
Remote Similarity	0.693	NPC207686
Remote Similarity	0.693	NPC473186
Remote Similarity	0.6923	NPC208522
Remote Similarity	0.692	NPC314633
Remote Similarity	0.6913	NPC35042
Remote Similarity	0.6912	NPC132751
Remote Similarity	0.6912	NPC295158
Remote Similarity	0.6912	NPC269367
Remote Similarity	0.6905	NPC78767
Remote Similarity	0.6905	NPC473814
Remote Similarity	0.6904	NPC478080
Remote Similarity	0.6895	NPC39500
Remote Similarity	0.689	NPC93390
Remote Similarity	0.6889	NPC97746
Remote Similarity	0.6884	NPC175602
Remote Similarity	0.6884	NPC472287
Remote Similarity	0.6884	NPC472286
Remote Similarity	0.6884	NPC471294
Remote Similarity	0.6883	NPC15801
Remote Similarity	0.6875	NPC99666
Remote Similarity	0.6875	NPC220851
Remote Similarity	0.6875	NPC478083
Remote Similarity	0.6872	NPC252251
Remote Similarity	0.687	NPC39370
Remote Similarity	0.6861	NPC472099
Remote Similarity	0.686	NPC83111
Remote Similarity	0.6857	NPC227824
Remote Similarity	0.6852	NPC249583
Remote Similarity	0.6852	NPC88008
Remote Similarity	0.6849	NPC67401
Remote Similarity	0.6849	NPC183537
Remote Similarity	0.6849	NPC472098
Remote Similarity	0.6847	NPC96321
Remote Similarity	0.6847	NPC264285
Remote Similarity	0.6844	NPC322482
Remote Similarity	0.6842	NPC278525
Remote Similarity	0.6842	NPC209174
Remote Similarity	0.6833	NPC62995
Remote Similarity	0.6829	NPC282103
Remote Similarity	0.6825	NPC141454
Remote Similarity	0.6825	NPC243834
Remote Similarity	0.6825	NPC70956
Remote Similarity	0.6823	NPC200743
Remote Similarity	0.6822	NPC57398
Remote Similarity	0.682	NPC470280
Remote Similarity	0.6818	NPC207866
Remote Similarity	0.6818	NPC129897
Remote Similarity	0.6818	NPC44161
Remote Similarity	0.6812	NPC477531
Remote Similarity	0.6812	NPC477112

Drug Structure

NPD6138 OpenBabel08211709092D 31 35 0 0 0 0 0 0 0 0999 V2000 -3.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -2.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -2.1100 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -2.8532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 -2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 -3.8042 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2435 -1.5748 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8833 -3.2690 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2142 -4.0121 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.8615 -3.4769 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 7 1 0 0 0 0 3 8 2 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 19 2 0 0 0 0 10 12 1 0 0 0 0 10 16 1 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 22 1 0 0 0 0 13 24 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 20 1 0 0 0 0 15 23 2 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 20 22 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 25 28 2 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 29 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001363
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	40821
ChEBI
CAS Number

Drug Properties

Molecular Weight	381.14
ALogP	-0.3689
MLogP	3.77
XLogP	8.92
HDA	3
HBD	2
Rotatable Bonds	5
TPSA	61.94
RO5 Violation	1