NPASS drugs

Drug Information

Drug ID:	NPD5164
Drug Name:	epocarbazolin-A
Molecular Formula:	C22H27NO4
Canonical SMILES:	OCc1ccc(c2c1c1cc(O)c(c(c1[nH]2)C1OC1(C)CCC(C)C)C)O
Standard InCHI:	InChI=1S/C22H27NO4/c1-11(2)7-8-22(4)21(27-22)17-12(3)16(26)9-14-18-13(10-24)5-6-15(25)20(18)23-19(14)17/h5-6,9,11,21,23-26H,7-8,10H2,1-4H3
Standard InCHIKey:	JFHJFCCMTNIENN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5164

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	380
0.1-0.2	1567
0.2-0.3	6762
0.3-0.4	6211
0.4-0.5	11446
0.5-0.6	3314
0.6-0.7	1007
0.7-0.8	191
0.8-0.85	11
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC314552
Intermediate Similarity	0.8404	NPC202503
Intermediate Similarity	0.839	NPC209769
Intermediate Similarity	0.8316	NPC128751
Intermediate Similarity	0.8293	NPC193777
Intermediate Similarity	0.8274	NPC469497
Intermediate Similarity	0.8274	NPC106833
Intermediate Similarity	0.8209	NPC153042
Intermediate Similarity	0.8182	NPC48353
Intermediate Similarity	0.8131	NPC246700
Intermediate Similarity	0.8128	NPC128823
Intermediate Similarity	0.8107	NPC470930
Intermediate Similarity	0.7972	NPC51388
Intermediate Similarity	0.7919	NPC474798
Intermediate Similarity	0.7919	NPC474701
Intermediate Similarity	0.7909	NPC252251
Intermediate Similarity	0.7895	NPC476106
Intermediate Similarity	0.787	NPC473179
Intermediate Similarity	0.7867	NPC201697
Intermediate Similarity	0.7854	NPC70956
Intermediate Similarity	0.7854	NPC243834
Intermediate Similarity	0.784	NPC473180
Intermediate Similarity	0.7838	NPC477531
Intermediate Similarity	0.7799	NPC162484
Intermediate Similarity	0.7799	NPC477135
Intermediate Similarity	0.7793	NPC209174
Intermediate Similarity	0.7778	NPC293151
Intermediate Similarity	0.7768	NPC473182
Intermediate Similarity	0.7756	NPC131017
Intermediate Similarity	0.7751	NPC475112
Intermediate Similarity	0.7751	NPC291535
Intermediate Similarity	0.7751	NPC475085
Intermediate Similarity	0.7748	NPC274640
Intermediate Similarity	0.7746	NPC199667
Intermediate Similarity	0.7738	NPC200888
Intermediate Similarity	0.7727	NPC88363
Intermediate Similarity	0.7725	NPC304183
Intermediate Similarity	0.7718	NPC205403
Intermediate Similarity	0.7711	NPC94943
Intermediate Similarity	0.7707	NPC475190
Intermediate Similarity	0.7703	NPC473185
Intermediate Similarity	0.77	NPC473181
Intermediate Similarity	0.7685	NPC242928
Intermediate Similarity	0.7671	NPC132642
Intermediate Similarity	0.7662	NPC190007
Intermediate Similarity	0.7642	NPC475844
Intermediate Similarity	0.763	NPC223427
Intermediate Similarity	0.7628	NPC9894
Intermediate Similarity	0.7612	NPC212535
Intermediate Similarity	0.7604	NPC118228
Intermediate Similarity	0.76	NPC478032
Intermediate Similarity	0.7594	NPC137929
Intermediate Similarity	0.7594	NPC164374
Intermediate Similarity	0.7593	NPC203168
Intermediate Similarity	0.7583	NPC135887
Intermediate Similarity	0.7583	NPC199277
Intermediate Similarity	0.7581	NPC11464
Intermediate Similarity	0.7577	NPC277351
Intermediate Similarity	0.756	NPC72211
Intermediate Similarity	0.7558	NPC478074
Intermediate Similarity	0.7546	NPC294375
Intermediate Similarity	0.7545	NPC148409
Intermediate Similarity	0.7536	NPC267423
Intermediate Similarity	0.7534	NPC179287
Intermediate Similarity	0.7523	NPC144452
Intermediate Similarity	0.7522	NPC474688
Intermediate Similarity	0.7511	NPC6786
Intermediate Similarity	0.7511	NPC225279
Intermediate Similarity	0.75	NPC219664
Intermediate Similarity	0.7489	NPC8022
Intermediate Similarity	0.7489	NPC470799
Intermediate Similarity	0.7477	NPC477532
Intermediate Similarity	0.7464	NPC70259
Intermediate Similarity	0.7437	NPC474409
Intermediate Similarity	0.7435	NPC473183
Intermediate Similarity	0.7421	NPC469594
Intermediate Similarity	0.7419	NPC5145
Intermediate Similarity	0.7418	NPC66815
Intermediate Similarity	0.7416	NPC205934
Intermediate Similarity	0.7416	NPC43787
Intermediate Similarity	0.7407	NPC470931
Intermediate Similarity	0.7406	NPC249040
Intermediate Similarity	0.7404	NPC99666
Intermediate Similarity	0.7385	NPC208284
Intermediate Similarity	0.7368	NPC475253
Intermediate Similarity	0.7366	NPC476319
Intermediate Similarity	0.7361	NPC283117
Intermediate Similarity	0.7358	NPC32200
Intermediate Similarity	0.7352	NPC94157
Intermediate Similarity	0.7352	NPC26679
Intermediate Similarity	0.7348	NPC473184
Intermediate Similarity	0.7342	NPC184408
Intermediate Similarity	0.733	NPC477110
Intermediate Similarity	0.7327	NPC61637
Intermediate Similarity	0.7321	NPC141915
Intermediate Similarity	0.7321	NPC114335
Intermediate Similarity	0.7321	NPC280964
Intermediate Similarity	0.7321	NPC280799
Intermediate Similarity	0.7319	NPC284141
Intermediate Similarity	0.7318	NPC266931
Intermediate Similarity	0.7311	NPC473188
Intermediate Similarity	0.7299	NPC251090
Intermediate Similarity	0.729	NPC476044
Intermediate Similarity	0.7289	NPC280272
Intermediate Similarity	0.7281	NPC474595
Intermediate Similarity	0.7268	NPC176127
Intermediate Similarity	0.7253	NPC11408
Intermediate Similarity	0.724	NPC471080
Intermediate Similarity	0.724	NPC469592
Intermediate Similarity	0.7237	NPC470126
Intermediate Similarity	0.7232	NPC208084
Intermediate Similarity	0.7215	NPC185782
Intermediate Similarity	0.7212	NPC118121
Intermediate Similarity	0.7208	NPC189079
Intermediate Similarity	0.7207	NPC473650
Intermediate Similarity	0.7207	NPC160527
Intermediate Similarity	0.7206	NPC472443
Intermediate Similarity	0.7206	NPC72980
Intermediate Similarity	0.7205	NPC253580
Intermediate Similarity	0.72	NPC150239
Intermediate Similarity	0.72	NPC86078
Intermediate Similarity	0.7198	NPC42591
Intermediate Similarity	0.7196	NPC476167
Intermediate Similarity	0.7195	NPC294620
Intermediate Similarity	0.7191	NPC217554
Intermediate Similarity	0.7189	NPC470500
Intermediate Similarity	0.7184	NPC472444
Intermediate Similarity	0.7175	NPC74969
Intermediate Similarity	0.7172	NPC89549
Intermediate Similarity	0.7169	NPC39679
Intermediate Similarity	0.7169	NPC475910
Intermediate Similarity	0.7162	NPC39500
Intermediate Similarity	0.7162	NPC474594
Intermediate Similarity	0.7156	NPC472111
Intermediate Similarity	0.715	NPC192315
Intermediate Similarity	0.7149	NPC187501
Intermediate Similarity	0.7149	NPC23294
Intermediate Similarity	0.713	NPC476997
Intermediate Similarity	0.7124	NPC477533
Intermediate Similarity	0.7123	NPC279401
Intermediate Similarity	0.7123	NPC79293
Intermediate Similarity	0.7123	NPC307963
Intermediate Similarity	0.7116	NPC18487
Intermediate Similarity	0.7115	NPC314002
Intermediate Similarity	0.7112	NPC54803
Intermediate Similarity	0.7112	NPC475720
Intermediate Similarity	0.7112	NPC321592
Intermediate Similarity	0.7112	NPC474192
Intermediate Similarity	0.7111	NPC46561
Intermediate Similarity	0.7111	NPC204446
Intermediate Similarity	0.7111	NPC247803
Intermediate Similarity	0.7104	NPC303951
Intermediate Similarity	0.71	NPC476998
Intermediate Similarity	0.71	NPC476996
Intermediate Similarity	0.7098	NPC3207
Intermediate Similarity	0.7097	NPC470678
Intermediate Similarity	0.7095	NPC133609
Intermediate Similarity	0.7091	NPC477111
Intermediate Similarity	0.7089	NPC276517
Intermediate Similarity	0.7087	NPC110151
Intermediate Similarity	0.7087	NPC249342
Intermediate Similarity	0.7083	NPC11017
Intermediate Similarity	0.7083	NPC329793
Intermediate Similarity	0.7081	NPC314573
Intermediate Similarity	0.7081	NPC171171
Intermediate Similarity	0.708	NPC242446
Intermediate Similarity	0.708	NPC475476
Intermediate Similarity	0.7078	NPC187456
Intermediate Similarity	0.7078	NPC45190
Intermediate Similarity	0.7067	NPC84478
Intermediate Similarity	0.7067	NPC204717
Intermediate Similarity	0.7064	NPC475774
Intermediate Similarity	0.7059	NPC472586
Intermediate Similarity	0.7056	NPC476994
Intermediate Similarity	0.7056	NPC231342
Intermediate Similarity	0.7054	NPC235076
Intermediate Similarity	0.7053	NPC314394
Intermediate Similarity	0.7048	NPC66083
Intermediate Similarity	0.7043	NPC227908
Intermediate Similarity	0.704	NPC316981
Intermediate Similarity	0.7039	NPC469554
Intermediate Similarity	0.7035	NPC100079
Intermediate Similarity	0.7035	NPC23614
Intermediate Similarity	0.7031	NPC167908
Intermediate Similarity	0.7028	NPC469390
Intermediate Similarity	0.7026	NPC223409
Intermediate Similarity	0.7026	NPC95240
Intermediate Similarity	0.7023	NPC474188
Intermediate Similarity	0.7023	NPC77555
Intermediate Similarity	0.7022	NPC170114
Intermediate Similarity	0.7022	NPC469928
Intermediate Similarity	0.7021	NPC473187
Intermediate Similarity	0.7019	NPC220765
Intermediate Similarity	0.7019	NPC19679
Intermediate Similarity	0.7018	NPC310118
Intermediate Similarity	0.7014	NPC86834
Intermediate Similarity	0.7014	NPC210828
Intermediate Similarity	0.7013	NPC470873
Intermediate Similarity	0.7005	NPC198339
Intermediate Similarity	0.7005	NPC329747

Drug Structure

NPD5164 OpenBabel08211706322D 31 34 0 0 1 0 0 0 0 0999 V2000 -5.9215 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0756 -1.9537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7338 -2.9544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3839 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 1.4652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6925 1.9540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2298 -0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3839 -0.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8459 -2.4427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3846 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0756 -0.9770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8464 -2.4421 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8463 -1.4655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8465 1.4658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8463 -1.4654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6925 -0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -0.9767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8462 0.4886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6922 -0.9770 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5380 -0.4886 0.0000 C 0 0 3 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 4.3560 0.1022 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0008 1.9544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -3.9076 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6922 -0.0003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9301 -0.6879 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.8525 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8456 -4.3961 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 13 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 22 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 13 1 0 0 0 0 10 24 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 18 2 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 15 20 2 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 20 1 0 0 0 0 19 23 1 0 0 0 0 20 23 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011945
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.19
ALogP	-0.1135
MLogP	3.33
XLogP	3.458
HDA	3
HBD	4
Rotatable Bonds	12
TPSA	89.01
RO5 Violation	0