NPASS drugs

Drug Information

Drug ID:	NPD8397
Drug Name:
Molecular Formula:	C44H38O14
Canonical SMILES:	COC1=CC(=O)c2c3c1c1C(=CC(=O)c4c1c(c3c(c(c2O)OC)C[C@H](OC(=O)Oc1ccc(cc1)O)C)c(C[C@H](OC(=O)c1ccccc1)C)c(c4O)OC)OC
Standard InCHI:	InChI=1S/C44H38O14/c1-20(56-43(50)22-10-8-7-9-11-22)16-25-31-32-26(17-21(2)57-44(51)58-24-14-12-23(45)13-15-24)42(55-6)40(49)34-28(47)19-30(53-4)36(38(32)34)35-29(52-3)18-27(46)33(37(31)35)39(48)41(25)54-5/h7-15,18-21,45,48-49H,16-17H2,1-6H3/t20-,21-/m1/s1
Standard InCHIKey:	LSUTUUOITDQYNO-NHCUHLMSSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8397

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	339
0.1-0.2	1316
0.2-0.3	2399
0.3-0.4	5403
0.4-0.5	6886
0.5-0.6	3811
0.6-0.7	4732
0.7-0.8	5266
0.8-0.85	681
0.85-0.9	57
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
High Similarity	0.8927	NPC476203
High Similarity	0.8833	NPC205721
High Similarity	0.8779	NPC474301
High Similarity	0.8778	NPC469649
High Similarity	0.8778	NPC260521
High Similarity	0.8757	NPC174140
High Similarity	0.8736	NPC264302
High Similarity	0.8729	NPC290289
High Similarity	0.8729	NPC223534
High Similarity	0.8729	NPC240200
High Similarity	0.8729	NPC158214
High Similarity	0.8681	NPC31208
High Similarity	0.8681	NPC187632
High Similarity	0.8681	NPC472721
High Similarity	0.8681	NPC160543
High Similarity	0.8681	NPC472720
High Similarity	0.8681	NPC469652
High Similarity	0.8681	NPC472724
High Similarity	0.8681	NPC93065
High Similarity	0.8674	NPC105591
High Similarity	0.8674	NPC65489
High Similarity	0.8671	NPC26386
High Similarity	0.8655	NPC141574
High Similarity	0.8649	NPC3474
High Similarity	0.8641	NPC477082
High Similarity	0.8636	NPC477836
High Similarity	0.8634	NPC40078
High Similarity	0.8634	NPC97924
High Similarity	0.8634	NPC471091
High Similarity	0.8629	NPC476279
High Similarity	0.8619	NPC261623
High Similarity	0.8619	NPC111490
High Similarity	0.8619	NPC241847
High Similarity	0.8619	NPC469650
High Similarity	0.8603	NPC58538
High Similarity	0.8596	NPC66820
High Similarity	0.8596	NPC92403
High Similarity	0.8596	NPC216307
High Similarity	0.8596	NPC102053
High Similarity	0.8596	NPC170018
High Similarity	0.8596	NPC76112
High Similarity	0.8588	NPC199357
High Similarity	0.8564	NPC231254
High Similarity	0.8556	NPC8940
High Similarity	0.8547	NPC47191
High Similarity	0.8538	NPC167098
High Similarity	0.8538	NPC296044
High Similarity	0.8531	NPC158226
High Similarity	0.8525	NPC477081
High Similarity	0.8525	NPC473618
High Similarity	0.8525	NPC477083
High Similarity	0.8508	NPC478001
High Similarity	0.8508	NPC473717
High Similarity	0.8508	NPC475662
High Similarity	0.8508	NPC473631
High Similarity	0.8508	NPC293227
High Similarity	0.8506	NPC477689
Intermediate Similarity	0.8492	NPC196771
Intermediate Similarity	0.8492	NPC472723
Intermediate Similarity	0.8492	NPC289876
Intermediate Similarity	0.8483	NPC203751
Intermediate Similarity	0.8478	NPC314672
Intermediate Similarity	0.8475	NPC304125
Intermediate Similarity	0.8475	NPC476365
Intermediate Similarity	0.8475	NPC52598
Intermediate Similarity	0.8475	NPC265563
Intermediate Similarity	0.8475	NPC472803
Intermediate Similarity	0.847	NPC179947
Intermediate Similarity	0.847	NPC269625
Intermediate Similarity	0.8466	NPC469521
Intermediate Similarity	0.8462	NPC224557
Intermediate Similarity	0.8462	NPC154527
Intermediate Similarity	0.8462	NPC292706
Intermediate Similarity	0.8457	NPC131405
Intermediate Similarity	0.8453	NPC265795
Intermediate Similarity	0.8449	NPC189312
Intermediate Similarity	0.8448	NPC469472
Intermediate Similarity	0.8444	NPC267549
Intermediate Similarity	0.8436	NPC470667
Intermediate Similarity	0.8436	NPC193377
Intermediate Similarity	0.8436	NPC477992
Intermediate Similarity	0.8436	NPC477991
Intermediate Similarity	0.8432	NPC321046
Intermediate Similarity	0.843	NPC143328
Intermediate Similarity	0.8427	NPC4200
Intermediate Similarity	0.8427	NPC315619
Intermediate Similarity	0.8418	NPC202428
Intermediate Similarity	0.8418	NPC99613
Intermediate Similarity	0.8418	NPC165979
Intermediate Similarity	0.8418	NPC246274
Intermediate Similarity	0.8418	NPC266545
Intermediate Similarity	0.8418	NPC163130
Intermediate Similarity	0.8418	NPC49487
Intermediate Similarity	0.8415	NPC473686
Intermediate Similarity	0.8415	NPC475352
Intermediate Similarity	0.8415	NPC475220
Intermediate Similarity	0.8415	NPC87583
Intermediate Similarity	0.8415	NPC112380
Intermediate Similarity	0.8415	NPC229817
Intermediate Similarity	0.8415	NPC226725
Intermediate Similarity	0.8415	NPC221140
Intermediate Similarity	0.8412	NPC3744
Intermediate Similarity	0.8412	NPC180388
Intermediate Similarity	0.8412	NPC137125
Intermediate Similarity	0.8409	NPC477835
Intermediate Similarity	0.8407	NPC150977
Intermediate Similarity	0.8402	NPC31132
Intermediate Similarity	0.84	NPC45943
Intermediate Similarity	0.84	NPC147596
Intermediate Similarity	0.8398	NPC212290
Intermediate Similarity	0.8398	NPC471030
Intermediate Similarity	0.8398	NPC185275
Intermediate Similarity	0.8398	NPC277710
Intermediate Similarity	0.8398	NPC472725
Intermediate Similarity	0.8398	NPC153578
Intermediate Similarity	0.8398	NPC80956
Intermediate Similarity	0.8398	NPC472726
Intermediate Similarity	0.8398	NPC114257
Intermediate Similarity	0.8398	NPC324742
Intermediate Similarity	0.8398	NPC299149
Intermediate Similarity	0.8391	NPC472261
Intermediate Similarity	0.8391	NPC216916
Intermediate Similarity	0.8389	NPC79736
Intermediate Similarity	0.8389	NPC67629
Intermediate Similarity	0.838	NPC316539
Intermediate Similarity	0.838	NPC85368
Intermediate Similarity	0.8378	NPC201814
Intermediate Similarity	0.8372	NPC279605
Intermediate Similarity	0.8372	NPC109765
Intermediate Similarity	0.8371	NPC109827
Intermediate Similarity	0.8371	NPC313304
Intermediate Similarity	0.8371	NPC124470
Intermediate Similarity	0.837	NPC174486
Intermediate Similarity	0.8362	NPC234331
Intermediate Similarity	0.8362	NPC472058
Intermediate Similarity	0.8362	NPC105414
Intermediate Similarity	0.8362	NPC234497
Intermediate Similarity	0.8362	NPC324522
Intermediate Similarity	0.8362	NPC473818
Intermediate Similarity	0.8362	NPC63470
Intermediate Similarity	0.8362	NPC177362
Intermediate Similarity	0.8362	NPC470341
Intermediate Similarity	0.8361	NPC49690
Intermediate Similarity	0.8353	NPC70320
Intermediate Similarity	0.8353	NPC144283
Intermediate Similarity	0.8353	NPC302783
Intermediate Similarity	0.8353	NPC473201
Intermediate Similarity	0.8352	NPC85316
Intermediate Similarity	0.8352	NPC475996
Intermediate Similarity	0.8352	NPC178281
Intermediate Similarity	0.8352	NPC471788
Intermediate Similarity	0.8352	NPC475161
Intermediate Similarity	0.8352	NPC117668
Intermediate Similarity	0.8352	NPC197357
Intermediate Similarity	0.8352	NPC477860
Intermediate Similarity	0.8343	NPC476623
Intermediate Similarity	0.8343	NPC174311
Intermediate Similarity	0.8343	NPC265380
Intermediate Similarity	0.8343	NPC470334
Intermediate Similarity	0.8343	NPC61594
Intermediate Similarity	0.8343	NPC56735
Intermediate Similarity	0.8343	NPC116838
Intermediate Similarity	0.8343	NPC476620
Intermediate Similarity	0.8343	NPC477882
Intermediate Similarity	0.8343	NPC477880
Intermediate Similarity	0.8343	NPC476622
Intermediate Similarity	0.8343	NPC476618
Intermediate Similarity	0.8343	NPC207467
Intermediate Similarity	0.8343	NPC472387
Intermediate Similarity	0.8343	NPC476619
Intermediate Similarity	0.8343	NPC187934
Intermediate Similarity	0.8343	NPC476621
Intermediate Similarity	0.8343	NPC97637
Intermediate Similarity	0.8343	NPC22130
Intermediate Similarity	0.8342	NPC314020
Intermediate Similarity	0.8333	NPC186800
Intermediate Similarity	0.8324	NPC212038
Intermediate Similarity	0.8324	NPC269046
Intermediate Similarity	0.8324	NPC81332
Intermediate Similarity	0.8324	NPC262580
Intermediate Similarity	0.8324	NPC202495
Intermediate Similarity	0.8324	NPC476370
Intermediate Similarity	0.8324	NPC289396
Intermediate Similarity	0.8324	NPC473113
Intermediate Similarity	0.8324	NPC247964
Intermediate Similarity	0.8324	NPC271848
Intermediate Similarity	0.8324	NPC478002
Intermediate Similarity	0.8315	NPC117911
Intermediate Similarity	0.8315	NPC300307
Intermediate Similarity	0.8314	NPC472835
Intermediate Similarity	0.8306	NPC129533
Intermediate Similarity	0.8306	NPC123259
Intermediate Similarity	0.8305	NPC200726
Intermediate Similarity	0.8305	NPC29160
Intermediate Similarity	0.8297	NPC245059
Intermediate Similarity	0.8297	NPC161609
Intermediate Similarity	0.8297	NPC84494
Intermediate Similarity	0.8297	NPC473785
Intermediate Similarity	0.8297	NPC275690
Intermediate Similarity	0.8295	NPC100420

Drug Structure

NPD8397 OpenBabel08211713022D 61 67 0 0 1 0 0 0 0 0999 V2000 2.0014 3.6304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5536 -0.4625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6407 2.6838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6226 0.7571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1282 4.1078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8299 -1.4378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1296 1.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3040 0.7703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1296 2.2004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4783 1.2470 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3040 2.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5861 -1.5554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6213 -0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8368 -0.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8720 0.3402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1758 2.2004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9473 1.0830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9652 3.6382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9625 -0.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0014 2.6770 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6966 0.4853 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.4783 2.2004 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4783 -1.2053 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9797 -0.0099 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3501 2.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0550 0.7329 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1441 4.1171 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1360 -0.6744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9779 2.6729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9625 0.7571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4816 2.1911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4837 1.2328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3127 3.6371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3096 -0.1972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1465 2.1928 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1360 1.2342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3081 2.6683 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3096 0.7571 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4771 4.1076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6073 -0.4139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3494 3.6304 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 3.6527 2.6770 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3381 0.2377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2276 -1.8029 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1462 5.0592 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1360 -1.6329 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4720 5.0619 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4645 -1.3617 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.6527 3.6304 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1952 -0.7101 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.8125 2.1983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7926 1.2363 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1748 4.1074 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8300 -0.4793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8270 2.2004 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5888 0.8354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2304 0.5878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.1199 -1.4529 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3571 5.5346 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.2140 -1.9593 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 52 1 0 0 0 0 4 53 1 0 0 0 0 5 54 1 0 0 0 0 6 55 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 10 22 2 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 23 2 0 0 0 0 13 15 2 0 0 0 0 13 23 1 0 0 0 0 14 24 2 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 16 25 1 0 0 0 0 17 21 1 0 0 0 0 17 26 1 0 0 0 0 18 27 1 0 0 0 0 18 29 2 0 0 0 0 19 28 1 0 0 0 0 19 30 2 0 0 0 0 20 1 1 1 0 0 0 20 56 1 0 0 0 0 21 2 1 6 0 0 0 21 57 1 0 0 0 0 22 43 1 0 0 0 0 23 45 1 0 0 0 0 24 58 1 0 0 0 0 25 31 2 0 0 0 0 25 41 1 0 0 0 0 26 32 2 0 0 0 0 26 42 1 0 0 0 0 27 33 1 0 0 0 0 27 46 2 0 0 0 0 28 34 1 0 0 0 0 28 47 2 0 0 0 0 29 35 1 0 0 0 0 29 52 1 0 0 0 0 30 36 1 0 0 0 0 30 53 1 0 0 0 0 31 32 1 0 0 0 0 31 37 1 0 0 0 0 32 38 1 0 0 0 0 33 37 2 0 0 0 0 33 39 1 0 0 0 0 34 38 2 0 0 0 0 34 40 1 0 0 0 0 35 36 2 0 0 0 0 35 37 1 0 0 0 0 36 38 1 0 0 0 0 39 41 2 0 0 0 0 39 48 1 0 0 0 0 40 42 2 0 0 0 0 40 49 1 0 0 0 0 41 54 1 0 0 0 0 42 55 1 0 0 0 0 43 50 2 0 0 0 0 43 56 1 0 0 0 0 44 51 2 0 0 0 0 44 57 1 0 0 0 0 44 58 1 0 0 0 0 45 59 1 0 0 0 0 48 60 1 0 0 0 0 49 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000382
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10930781
ChEBI
CAS Number

Drug Properties

Molecular Weight	790.23
ALogP	-1.7919
MLogP	4.76
XLogP	6.064
HDA	8
HBD	3
Rotatable Bonds	24
TPSA	193.58
RO5 Violation	2