NPASS drugs

Drug Information

Drug ID:	NPD7803
Drug Name:	Reserpine
Molecular Formula:	C33H40N2O9
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)c1cc(OC)c(c(c1)OC)OC
Standard InCHI:	InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1
Standard InCHIKey:	QEVHRUUCFGRFIF-MDEJGZGSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7803

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	383
0.1-0.2	1782
0.2-0.3	5780
0.3-0.4	7144
0.4-0.5	6345
0.5-0.6	7718
0.6-0.7	1364
0.7-0.8	365
0.8-0.85	3
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	NPC100734
High Similarity	1.0	NPC315634
High Similarity	1.0	NPC88923
High Similarity	0.9827	NPC191489
High Similarity	0.9784	NPC284685
High Similarity	0.8534	NPC21638
Intermediate Similarity	0.819	NPC148183
Intermediate Similarity	0.819	NPC152768
Intermediate Similarity	0.8178	NPC471303
Intermediate Similarity	0.7984	NPC473105
Intermediate Similarity	0.7975	NPC472099
Intermediate Similarity	0.7942	NPC476429
Intermediate Similarity	0.7924	NPC169402
Intermediate Similarity	0.7909	NPC237901
Intermediate Similarity	0.7909	NPC195788
Intermediate Similarity	0.7903	NPC113455
Intermediate Similarity	0.7891	NPC89549
Intermediate Similarity	0.788	NPC120239
Intermediate Similarity	0.7839	NPC116238
Intermediate Similarity	0.7804	NPC303374
Intermediate Similarity	0.7796	NPC474192
Intermediate Similarity	0.7796	NPC475720
Intermediate Similarity	0.779	NPC260909
Intermediate Similarity	0.7773	NPC478083
Intermediate Similarity	0.7773	NPC318068
Intermediate Similarity	0.7769	NPC81939
Intermediate Similarity	0.7755	NPC476999
Intermediate Similarity	0.7755	NPC474688
Intermediate Similarity	0.7754	NPC264176
Intermediate Similarity	0.7751	NPC304837
Intermediate Similarity	0.7751	NPC476258
Intermediate Similarity	0.775	NPC174760
Intermediate Similarity	0.7741	NPC473041
Intermediate Similarity	0.7738	NPC475666
Intermediate Similarity	0.7737	NPC476436
Intermediate Similarity	0.7729	NPC188400
Intermediate Similarity	0.772	NPC475844
Intermediate Similarity	0.7713	NPC129897
Intermediate Similarity	0.7708	NPC1608
Intermediate Similarity	0.7702	NPC154922
Intermediate Similarity	0.7698	NPC124313
Intermediate Similarity	0.7692	NPC4687
Intermediate Similarity	0.7686	NPC280272
Intermediate Similarity	0.7683	NPC217176
Intermediate Similarity	0.768	NPC475816
Intermediate Similarity	0.7671	NPC184680
Intermediate Similarity	0.7667	NPC46561
Intermediate Similarity	0.7661	NPC90875
Intermediate Similarity	0.7649	NPC119134
Intermediate Similarity	0.7645	NPC198503
Intermediate Similarity	0.764	NPC470785
Intermediate Similarity	0.7636	NPC472589
Intermediate Similarity	0.7633	NPC478078
Intermediate Similarity	0.7625	NPC305984
Intermediate Similarity	0.7619	NPC84164
Intermediate Similarity	0.7619	NPC207283
Intermediate Similarity	0.7617	NPC473800
Intermediate Similarity	0.7605	NPC310211
Intermediate Similarity	0.7605	NPC308137
Intermediate Similarity	0.7605	NPC472098
Intermediate Similarity	0.7602	NPC311906
Intermediate Similarity	0.7597	NPC478080
Intermediate Similarity	0.7593	NPC96321
Intermediate Similarity	0.759	NPC207620
Intermediate Similarity	0.759	NPC476220
Intermediate Similarity	0.759	NPC160113
Intermediate Similarity	0.7586	NPC254240
Intermediate Similarity	0.7586	NPC128265
Intermediate Similarity	0.7586	NPC312870
Intermediate Similarity	0.7586	NPC199851
Intermediate Similarity	0.7586	NPC294909
Intermediate Similarity	0.7585	NPC473639
Intermediate Similarity	0.7581	NPC233334
Intermediate Similarity	0.7579	NPC477066
Intermediate Similarity	0.757	NPC470784
Intermediate Similarity	0.7563	NPC169716
Intermediate Similarity	0.7563	NPC87413
Intermediate Similarity	0.7558	NPC472588
Intermediate Similarity	0.7549	NPC183537
Intermediate Similarity	0.7549	NPC181081
Intermediate Similarity	0.7549	NPC67401
Intermediate Similarity	0.7549	NPC478081
Intermediate Similarity	0.7542	NPC249583
Intermediate Similarity	0.754	NPC168922
Intermediate Similarity	0.7539	NPC270515
Intermediate Similarity	0.7531	NPC150239
Intermediate Similarity	0.753	NPC66777
Intermediate Similarity	0.753	NPC471762
Intermediate Similarity	0.751	NPC3207
Intermediate Similarity	0.751	NPC203373
Intermediate Similarity	0.75	NPC300156
Intermediate Similarity	0.75	NPC17437
Intermediate Similarity	0.75	NPC280799
Intermediate Similarity	0.75	NPC24019
Intermediate Similarity	0.749	NPC329982
Intermediate Similarity	0.749	NPC52254
Intermediate Similarity	0.748	NPC478082
Intermediate Similarity	0.748	NPC477067
Intermediate Similarity	0.7469	NPC144452
Intermediate Similarity	0.746	NPC182907
Intermediate Similarity	0.746	NPC189903
Intermediate Similarity	0.746	NPC476995
Intermediate Similarity	0.746	NPC6786
Intermediate Similarity	0.7451	NPC15406
Intermediate Similarity	0.745	NPC253675
Intermediate Similarity	0.7449	NPC469594
Intermediate Similarity	0.7449	NPC82070
Intermediate Similarity	0.7449	NPC247803
Intermediate Similarity	0.7431	NPC166722
Intermediate Similarity	0.7421	NPC108342
Intermediate Similarity	0.7421	NPC473187
Intermediate Similarity	0.7418	NPC208084
Intermediate Similarity	0.7418	NPC298436
Intermediate Similarity	0.7413	NPC77878
Intermediate Similarity	0.7413	NPC302807
Intermediate Similarity	0.7412	NPC473540
Intermediate Similarity	0.7412	NPC166712
Intermediate Similarity	0.741	NPC329631
Intermediate Similarity	0.74	NPC474701
Intermediate Similarity	0.7396	NPC132385
Intermediate Similarity	0.7393	NPC107123
Intermediate Similarity	0.739	NPC274640
Intermediate Similarity	0.739	NPC194740
Intermediate Similarity	0.7386	NPC215837
Intermediate Similarity	0.7383	NPC475648
Intermediate Similarity	0.7381	NPC34770
Intermediate Similarity	0.7381	NPC39370
Intermediate Similarity	0.7375	NPC471304
Intermediate Similarity	0.7373	NPC49672
Intermediate Similarity	0.7368	NPC475271
Intermediate Similarity	0.7364	NPC39679
Intermediate Similarity	0.7362	NPC313985
Intermediate Similarity	0.7362	NPC49196
Intermediate Similarity	0.7362	NPC79129
Intermediate Similarity	0.7362	NPC195461
Intermediate Similarity	0.7362	NPC249150
Intermediate Similarity	0.7362	NPC81654
Intermediate Similarity	0.7358	NPC60621
Intermediate Similarity	0.7358	NPC477903
Intermediate Similarity	0.7355	NPC39500
Intermediate Similarity	0.7355	NPC471080
Intermediate Similarity	0.7355	NPC469592
Intermediate Similarity	0.7353	NPC45190
Intermediate Similarity	0.7352	NPC57453
Intermediate Similarity	0.7352	NPC295228
Intermediate Similarity	0.7349	NPC157931
Intermediate Similarity	0.7346	NPC473188
Intermediate Similarity	0.7341	NPC470042
Intermediate Similarity	0.7341	NPC22481
Intermediate Similarity	0.7339	NPC477900
Intermediate Similarity	0.7339	NPC473449
Intermediate Similarity	0.7339	NPC26881
Intermediate Similarity	0.7339	NPC477899
Intermediate Similarity	0.7333	NPC253482
Intermediate Similarity	0.7331	NPC201508
Intermediate Similarity	0.7328	NPC477788
Intermediate Similarity	0.7326	NPC58209
Intermediate Similarity	0.7325	NPC146976
Intermediate Similarity	0.7317	NPC469439
Intermediate Similarity	0.7312	NPC327769
Intermediate Similarity	0.7308	NPC134637
Intermediate Similarity	0.7302	NPC473186
Intermediate Similarity	0.73	NPC120513
Intermediate Similarity	0.7295	NPC476114
Intermediate Similarity	0.7295	NPC330009
Intermediate Similarity	0.7293	NPC471978
Intermediate Similarity	0.7293	NPC328928
Intermediate Similarity	0.7292	NPC475910
Intermediate Similarity	0.7291	NPC476996
Intermediate Similarity	0.7291	NPC476998
Intermediate Similarity	0.7291	NPC91125
Intermediate Similarity	0.7288	NPC329747
Intermediate Similarity	0.7284	NPC236668
Intermediate Similarity	0.7283	NPC473833
Intermediate Similarity	0.728	NPC133609
Intermediate Similarity	0.728	NPC211920
Intermediate Similarity	0.7277	NPC50503
Intermediate Similarity	0.7276	NPC471979
Intermediate Similarity	0.7273	NPC96584
Intermediate Similarity	0.7273	NPC255800
Intermediate Similarity	0.727	NPC116701
Intermediate Similarity	0.7269	NPC97746
Intermediate Similarity	0.7269	NPC179287
Intermediate Similarity	0.7269	NPC173250
Intermediate Similarity	0.7266	NPC152620
Intermediate Similarity	0.7262	NPC316841
Intermediate Similarity	0.7262	NPC260434
Intermediate Similarity	0.7259	NPC469734
Intermediate Similarity	0.7258	NPC235364
Intermediate Similarity	0.7258	NPC210434
Intermediate Similarity	0.7252	NPC189079
Intermediate Similarity	0.7251	NPC476997
Intermediate Similarity	0.7251	NPC476994
Intermediate Similarity	0.7248	NPC208364
Intermediate Similarity	0.7247	NPC225279
Intermediate Similarity	0.7244	NPC475406
Intermediate Similarity	0.7238	NPC9482
Intermediate Similarity	0.7237	NPC210296
Intermediate Similarity	0.7237	NPC148889
Intermediate Similarity	0.7236	NPC184408

Drug Structure

NPD7803 OpenBabel08211712032D 45 50 0 0 1 0 0 0 0 0999 V2000 -3.9859 -0.7159 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1757 -1.6369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6800 -1.6378 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8038 -2.1434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4661 4.4095 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1214 2.9165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5058 -1.4465 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6709 -1.9288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6706 -1.9295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5057 -1.4475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0524 0.8919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8046 0.8915 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1765 1.4453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6705 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6713 0.9639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3411 -0.0008 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9286 1.3975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3413 0.9634 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5056 -0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8353 -1.4468 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8352 -1.4471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5064 1.4458 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8351 -0.4820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6710 -0.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0522 -0.1197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8043 -0.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1767 2.4096 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5067 2.4100 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8354 -0.4823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9281 -0.6257 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3418 2.8919 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.9289 2.4091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6307 2.9160 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 2.5059 -0.4827 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 6.8051 2.9147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6310 3.9276 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3406 0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1760 -0.6253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6803 -0.6262 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9278 -1.6373 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3421 3.9035 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7545 2.4104 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0529 2.9151 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 38 1 0 0 0 0 2 39 1 0 0 0 0 3 40 1 0 0 0 0 4 41 1 0 0 0 0 5 42 1 0 0 0 0 6 43 1 0 0 0 0 7 8 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 35 1 0 0 0 0 11 17 2 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 12 26 2 0 0 0 0 13 27 1 0 0 0 0 14 19 2 0 0 0 0 14 23 1 0 0 0 0 15 24 1 0 0 0 0 16 18 1 0 0 0 0 16 35 1 0 0 0 0 17 32 1 0 0 0 0 18 13 1 6 0 0 0 18 22 1 0 0 0 0 19 38 1 0 0 0 0 20 21 1 0 0 0 0 20 23 2 0 0 0 0 21 29 2 0 0 0 0 22 15 1 6 0 0 0 22 28 1 0 0 0 0 23 34 1 0 0 0 0 24 29 1 0 0 0 0 24 35 1 1 0 0 0 25 30 2 0 0 0 0 25 39 1 0 0 0 0 26 30 1 0 0 0 0 26 40 1 0 0 0 0 27 31 1 0 0 0 0 27 44 1 6 0 0 0 28 31 1 0 0 0 0 28 33 1 6 0 0 0 29 34 1 0 0 0 0 30 41 1 0 0 0 0 31 42 1 1 0 0 0 32 36 2 0 0 0 0 32 44 1 0 0 0 0 33 37 2 0 0 0 0 33 43 1 0 0 0 0 34 45 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000755
DrugBank	DB00206
ChEMBL	CHEMBL772
IUPHAR/BPS	4823
PharmaGKB	PA451236
KEGG Drug	D00197
PubChem CID	5770
ChEBI	28487
CAS Number	50-55-5

Drug Properties

Molecular Weight	608.27
ALogP	-0.8642
MLogP	3.88
XLogP	2.783
HDA	7
HBD	1
Rotatable Bonds	16
TPSA	117.78
RO5 Violation	0