NPASS drugs

Drug Information

Drug ID:	NPD7956
Drug Name:	Rescinnamine
Molecular Formula:	C35H42N2O9
Canonical SMILES:	COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)C=Cc1cc(OC)c(c(c1)OC)OC
Standard InCHI:	InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/t20-,24+,26-,29-,31+,34+/m1/s1
Standard InCHIKey:	SZLZWPPUNLXJEA-LAFLMMDJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD7956

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	362
0.1-0.2	1694
0.2-0.3	5603
0.3-0.4	7375
0.4-0.5	7100
0.5-0.6	6963
0.6-0.7	1386
0.7-0.8	397
0.8-0.85	4
0.85-0.9	1
0.9-0.95	0
0.95-1	5

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	NPC284685
High Similarity	0.9784	NPC315634
High Similarity	0.9784	NPC100734
High Similarity	0.9784	NPC88923
High Similarity	0.961	NPC191489
High Similarity	0.8559	NPC21638
Intermediate Similarity	0.837	NPC148183
Intermediate Similarity	0.837	NPC152768
Intermediate Similarity	0.8125	NPC471303
Intermediate Similarity	0.8069	NPC472099
Intermediate Similarity	0.7992	NPC237901
Intermediate Similarity	0.7992	NPC195788
Intermediate Similarity	0.7925	NPC473105
Intermediate Similarity	0.7917	NPC476999
Intermediate Similarity	0.7871	NPC260909
Intermediate Similarity	0.7863	NPC169402
Intermediate Similarity	0.7854	NPC81939
Intermediate Similarity	0.7848	NPC280272
Intermediate Similarity	0.7845	NPC264176
Intermediate Similarity	0.7835	NPC89549
Intermediate Similarity	0.783	NPC473041
Intermediate Similarity	0.7828	NPC184680
Intermediate Similarity	0.7823	NPC475666
Intermediate Similarity	0.7796	NPC470785
Intermediate Similarity	0.7787	NPC305984
Intermediate Similarity	0.7778	NPC116238
Intermediate Similarity	0.7768	NPC472098
Intermediate Similarity	0.7747	NPC478080
Intermediate Similarity	0.7737	NPC476429
Intermediate Similarity	0.7737	NPC475720
Intermediate Similarity	0.7737	NPC474192
Intermediate Similarity	0.7733	NPC477066
Intermediate Similarity	0.7724	NPC470784
Intermediate Similarity	0.7717	NPC478083
Intermediate Similarity	0.7702	NPC478081
Intermediate Similarity	0.7702	NPC113455
Intermediate Similarity	0.7689	NPC174760
Intermediate Similarity	0.768	NPC120239
Intermediate Similarity	0.7679	NPC96321
Intermediate Similarity	0.7671	NPC188400
Intermediate Similarity	0.7631	NPC478082
Intermediate Similarity	0.7631	NPC477067
Intermediate Similarity	0.7629	NPC4687
Intermediate Similarity	0.7623	NPC217176
Intermediate Similarity	0.7621	NPC475816
Intermediate Similarity	0.7613	NPC311906
Intermediate Similarity	0.7611	NPC476995
Intermediate Similarity	0.7608	NPC303374
Intermediate Similarity	0.7605	NPC469594
Intermediate Similarity	0.7605	NPC46561
Intermediate Similarity	0.7598	NPC128265
Intermediate Similarity	0.7598	NPC254240
Intermediate Similarity	0.7598	NPC312870
Intermediate Similarity	0.7598	NPC199851
Intermediate Similarity	0.7598	NPC294909
Intermediate Similarity	0.7583	NPC198503
Intermediate Similarity	0.7579	NPC17437
Intermediate Similarity	0.7578	NPC318068
Intermediate Similarity	0.7573	NPC52254
Intermediate Similarity	0.756	NPC473540
Intermediate Similarity	0.7551	NPC474688
Intermediate Similarity	0.755	NPC476258
Intermediate Similarity	0.755	NPC304837
Intermediate Similarity	0.7542	NPC310211
Intermediate Similarity	0.7542	NPC308137
Intermediate Similarity	0.7536	NPC207620
Intermediate Similarity	0.7532	NPC471304
Intermediate Similarity	0.7531	NPC476436
Intermediate Similarity	0.7531	NPC82070
Intermediate Similarity	0.7522	NPC79129
Intermediate Similarity	0.7522	NPC81654
Intermediate Similarity	0.7522	NPC313985
Intermediate Similarity	0.7522	NPC195461
Intermediate Similarity	0.7522	NPC249150
Intermediate Similarity	0.7522	NPC49196
Intermediate Similarity	0.752	NPC475844
Intermediate Similarity	0.7519	NPC129897
Intermediate Similarity	0.7511	NPC471080
Intermediate Similarity	0.7511	NPC469592
Intermediate Similarity	0.751	NPC60621
Intermediate Similarity	0.751	NPC1608
Intermediate Similarity	0.7509	NPC169716
Intermediate Similarity	0.75	NPC295228
Intermediate Similarity	0.75	NPC87413
Intermediate Similarity	0.75	NPC154922
Intermediate Similarity	0.75	NPC124313
Intermediate Similarity	0.75	NPC329982
Intermediate Similarity	0.749	NPC67401
Intermediate Similarity	0.749	NPC473800
Intermediate Similarity	0.748	NPC201508
Intermediate Similarity	0.748	NPC168922
Intermediate Similarity	0.7479	NPC249583
Intermediate Similarity	0.7469	NPC471762
Intermediate Similarity	0.7469	NPC150239
Intermediate Similarity	0.7462	NPC473639
Intermediate Similarity	0.746	NPC90875
Intermediate Similarity	0.745	NPC119134
Intermediate Similarity	0.7449	NPC475271
Intermediate Similarity	0.7448	NPC3207
Intermediate Similarity	0.7447	NPC475910
Intermediate Similarity	0.7446	NPC329747
Intermediate Similarity	0.7442	NPC472589
Intermediate Similarity	0.7439	NPC476996
Intermediate Similarity	0.7439	NPC476998
Intermediate Similarity	0.7438	NPC280799
Intermediate Similarity	0.7436	NPC300156
Intermediate Similarity	0.7435	NPC50503
Intermediate Similarity	0.7429	NPC478078
Intermediate Similarity	0.7422	NPC133609
Intermediate Similarity	0.7421	NPC207283
Intermediate Similarity	0.7421	NPC84164
Intermediate Similarity	0.7419	NPC96584
Intermediate Similarity	0.7419	NPC255800
Intermediate Similarity	0.7407	NPC144452
Intermediate Similarity	0.7402	NPC469734
Intermediate Similarity	0.74	NPC6786
Intermediate Similarity	0.7398	NPC476997
Intermediate Similarity	0.7398	NPC476994
Intermediate Similarity	0.7393	NPC189079
Intermediate Similarity	0.739	NPC476220
Intermediate Similarity	0.739	NPC160113
Intermediate Similarity	0.7389	NPC63199
Intermediate Similarity	0.7389	NPC111602
Intermediate Similarity	0.7389	NPC102338
Intermediate Similarity	0.7389	NPC196251
Intermediate Similarity	0.7386	NPC247803
Intermediate Similarity	0.7386	NPC303658
Intermediate Similarity	0.7379	NPC233334
Intermediate Similarity	0.7375	NPC476114
Intermediate Similarity	0.7375	NPC330009
Intermediate Similarity	0.7371	NPC82472
Intermediate Similarity	0.7364	NPC472588
Intermediate Similarity	0.7362	NPC284141
Intermediate Similarity	0.7362	NPC472111
Intermediate Similarity	0.736	NPC473187
Intermediate Similarity	0.7355	NPC298436
Intermediate Similarity	0.7355	NPC208084
Intermediate Similarity	0.7354	NPC183537
Intermediate Similarity	0.7354	NPC181081
Intermediate Similarity	0.7352	NPC166712
Intermediate Similarity	0.7347	NPC473449
Intermediate Similarity	0.7344	NPC270515
Intermediate Similarity	0.7328	NPC194740
Intermediate Similarity	0.7328	NPC66777
Intermediate Similarity	0.7328	NPC274640
Intermediate Similarity	0.7325	NPC128115
Intermediate Similarity	0.7325	NPC477533
Intermediate Similarity	0.732	NPC39370
Intermediate Similarity	0.732	NPC34770
Intermediate Similarity	0.732	NPC277351
Intermediate Similarity	0.7315	NPC203373
Intermediate Similarity	0.7312	NPC217554
Intermediate Similarity	0.7302	NPC474183
Intermediate Similarity	0.73	NPC39679
Intermediate Similarity	0.7298	NPC24019
Intermediate Similarity	0.7296	NPC329793
Intermediate Similarity	0.7295	NPC477903
Intermediate Similarity	0.7292	NPC39500
Intermediate Similarity	0.7291	NPC272549
Intermediate Similarity	0.7288	NPC45190
Intermediate Similarity	0.7287	NPC157931
Intermediate Similarity	0.7287	NPC473188
Intermediate Similarity	0.7276	NPC477899
Intermediate Similarity	0.7276	NPC231924
Intermediate Similarity	0.7276	NPC477900
Intermediate Similarity	0.7273	NPC245916
Intermediate Similarity	0.7266	NPC58209
Intermediate Similarity	0.7265	NPC477788
Intermediate Similarity	0.7265	NPC267423
Intermediate Similarity	0.7262	NPC182907
Intermediate Similarity	0.7262	NPC215837
Intermediate Similarity	0.7262	NPC189903
Intermediate Similarity	0.7256	NPC478009
Intermediate Similarity	0.7255	NPC15406
Intermediate Similarity	0.7251	NPC327769
Intermediate Similarity	0.7251	NPC253675
Intermediate Similarity	0.725	NPC296482
Intermediate Similarity	0.725	NPC53069
Intermediate Similarity	0.725	NPC202768
Intermediate Similarity	0.7246	NPC16452
Intermediate Similarity	0.7246	NPC476581
Intermediate Similarity	0.7246	NPC36229
Intermediate Similarity	0.7243	NPC174788
Intermediate Similarity	0.724	NPC473186
Intermediate Similarity	0.724	NPC321592
Intermediate Similarity	0.724	NPC54803
Intermediate Similarity	0.7238	NPC123976
Intermediate Similarity	0.7238	NPC167860
Intermediate Similarity	0.7235	NPC471978
Intermediate Similarity	0.7234	NPC199277
Intermediate Similarity	0.7234	NPC135887
Intermediate Similarity	0.7233	NPC166722
Intermediate Similarity	0.7233	NPC11408
Intermediate Similarity	0.7231	NPC469928
Intermediate Similarity	0.7222	NPC57453
Intermediate Similarity	0.7222	NPC108342
Intermediate Similarity	0.722	NPC221100
Intermediate Similarity	0.722	NPC77878
Intermediate Similarity	0.722	NPC302807
Intermediate Similarity	0.722	NPC234078

Drug Structure

NPD7956 OpenBabel08211712032D 47 52 0 0 1 0 0 0 0 0999 V2000 3.9841 0.7155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0491 3.1531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5518 3.1540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6760 3.6593 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4650 -4.4075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1214 -2.9151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8015 -0.8911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5047 1.4458 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6701 1.9279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9259 -1.3969 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6699 1.9286 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5046 1.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9254 0.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6768 0.6259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1746 -1.4447 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6698 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6705 -0.9634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3396 0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8012 0.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3398 -0.9630 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5045 0.4814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8349 1.4461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8348 1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5053 -1.4451 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8347 0.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6703 0.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9251 1.6366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6765 1.6370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1748 -2.4085 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9262 -2.4080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5055 -2.4089 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8350 0.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8007 2.1424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3403 -2.8906 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6300 -2.9147 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 -2.5048 0.4824 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -6.8020 -2.9133 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6302 -3.9258 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3390 -0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0493 2.1419 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5520 2.1428 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.8004 3.1535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3406 -3.9017 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7542 -2.4093 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0507 -2.9138 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0002 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 40 1 0 0 0 0 2 41 1 0 0 0 0 3 42 1 0 0 0 0 4 43 1 0 0 0 0 5 44 1 0 0 0 0 6 45 1 0 0 0 0 7 10 2 3 0 0 0 7 19 1 0 0 0 0 8 9 2 0 0 0 0 8 21 1 0 0 0 0 9 22 1 0 0 0 0 10 30 1 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 12 37 1 0 0 0 0 13 19 2 0 0 0 0 13 27 1 0 0 0 0 14 19 1 0 0 0 0 14 28 2 0 0 0 0 15 29 1 0 0 0 0 16 21 2 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 20 1 0 0 0 0 18 37 1 0 0 0 0 20 15 1 6 0 0 0 20 24 1 0 0 0 0 21 40 1 0 0 0 0 22 23 1 0 0 0 0 22 25 2 0 0 0 0 23 32 2 0 0 0 0 24 17 1 6 0 0 0 24 31 1 0 0 0 0 25 36 1 0 0 0 0 26 32 1 0 0 0 0 26 37 1 1 0 0 0 27 33 2 0 0 0 0 27 41 1 0 0 0 0 28 33 1 0 0 0 0 28 42 1 0 0 0 0 29 34 1 0 0 0 0 29 46 1 6 0 0 0 30 38 2 0 0 0 0 30 46 1 0 0 0 0 31 34 1 0 0 0 0 31 35 1 6 0 0 0 32 36 1 0 0 0 0 33 43 1 0 0 0 0 34 44 1 1 0 0 0 35 39 2 0 0 0 0 35 45 1 0 0 0 0 36 47 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000910
DrugBank	DB01180
ChEMBL	CHEMBL1668
IUPHAR/BPS
PharmaGKB	PA164768818
KEGG Drug	D00198
PubChem CID
ChEBI	28572
CAS Number	24815-24-5

Drug Properties

Molecular Weight	634.29
ALogP	-0.5031
MLogP	4.1
XLogP	3.388
HDA	7
HBD	1
Rotatable Bonds	17
TPSA	117.78
RO5 Violation	1