NPASS drugs

Drug Information

Drug ID:	NPD7780
Drug Name:	Ergotamine Tartrate
Molecular Formula:	C33H35N5O5.C4H6O6
Canonical SMILES:	OC(C(C(=O)O)O)C(=O)O.OC(=N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3
Standard InCHI:	"InChI=1S/C33H35N5O5.C4H6O6/c1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;5-1(3(7)8)2(6)4(9)10/h3-6,8-11,15,17,21,25-27,34,42H,7,12-14,16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t21-,25-,26+,27+,32-,33+;/m1./s1"
Standard InCHIKey:	NMTWKEWYQXZGCI-DDLCCZDQSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7780

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	95634
0.1-0.2	112017
0.2-0.3	3968
0.3-0.4	33
0.4-0.5	30
0.5-0.6	36
0.6-0.7	5
0.7-0.8	7
0.8-0.85	3
0.85-0.9	0
0.9-0.95	2
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9293	NPC273359
High Similarity	0.9293	NPC191382
Intermediate Similarity	0.8365	NPC56109
Intermediate Similarity	0.8365	NPC306412
Intermediate Similarity	0.8365	NPC203217
Intermediate Similarity	0.7885	NPC58642
Intermediate Similarity	0.7885	NPC49336
Intermediate Similarity	0.7885	NPC249875
Intermediate Similarity	0.7207	NPC230554
Intermediate Similarity	0.7064	NPC155444
Intermediate Similarity	0.7064	NPC224542
Intermediate Similarity	0.7064	NPC137993
Remote Similarity	0.6667	NPC320236
Remote Similarity	0.6667	NPC571033
Remote Similarity	0.6667	NPC609531
Remote Similarity	0.6609	NPC510017
Remote Similarity	0.6609	NPC511922
Remote Similarity	0.5913	NPC526488
Remote Similarity	0.5812	NPC491494
Remote Similarity	0.5785	NPC534269
Remote Similarity	0.5726	NPC562624
Remote Similarity	0.5726	NPC593275
Remote Similarity	0.5678	NPC225644
Remote Similarity	0.5678	NPC329078
Remote Similarity	0.5678	NPC315681
Remote Similarity	0.5678	NPC326189
Remote Similarity	0.5678	NPC511970
Remote Similarity	0.5678	NPC513877
Remote Similarity	0.5678	NPC536533
Remote Similarity	0.5678	NPC543983
Remote Similarity	0.5678	NPC545985
Remote Similarity	0.5678	NPC557179
Remote Similarity	0.5678	NPC586782
Remote Similarity	0.5678	NPC596345
Remote Similarity	0.5678	NPC603739
Remote Similarity	0.5678	NPC607491
Remote Similarity	0.5667	NPC24441
Remote Similarity	0.5667	NPC284772
Remote Similarity	0.5667	NPC194808
Remote Similarity	0.5667	NPC127711
Remote Similarity	0.5656	NPC116551
Remote Similarity	0.563	NPC492903
Remote Similarity	0.563	NPC564493
Remote Similarity	0.5583	NPC510468
Remote Similarity	0.5583	NPC528454
Remote Similarity	0.5583	NPC572386
Remote Similarity	0.5492	NPC503543
Remote Similarity	0.5327	NPC269208
Remote Similarity	0.5283	NPC68354
Remote Similarity	0.5283	NPC285055
Remote Similarity	0.5234	NPC557604
Remote Similarity	0.5221	NPC46468
Remote Similarity	0.505	NPC570281

Drug Structure

NPD7780 OpenBabel08211712032D 60 66 0 0 1 0 0 0 0 0999 V2000 4.9689 -6.3375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0510 -2.4885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7512 -0.7517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7107 -0.4943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4943 -1.7113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5045 -6.7859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6563 -6.4675 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4134 -1.1966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1969 -2.4136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6868 -6.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3219 -6.3138 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6376 -6.6227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5007 -5.4863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8591 -2.8585 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0516 -5.3702 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6864 -3.4818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3217 -3.4816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2337 -3.9542 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1565 -2.1563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.5043 -3.9537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2339 -4.8983 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6868 -5.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8692 -4.8979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3220 -5.3696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8689 -3.9538 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6022 -3.8182 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0884 -5.7374 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5042 -4.8979 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3737 -5.3952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6427 -4.0755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2968 -4.4682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6530 -5.3956 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0479 -5.4801 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.1394 -4.8975 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5132 -4.8987 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0512 -3.4819 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3858 -5.0351 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3048 -4.5205 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3739 -6.3886 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9400 -3.3732 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8377 -3.6350 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4229 -6.2522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8811 -6.0209 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0630 -10.1456 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.9192 -9.6513 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.2068 -9.6513 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7754 -10.1456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0630 -11.1343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9192 -8.6626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2068 -8.6626 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3506 -10.1456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7754 -11.1343 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6316 -9.6513 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.0944 -5.1533 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5137 -6.8855 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7791 -7.1796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.2068 -11.6286 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.0630 -8.1683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4943 -9.6513 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.4879 -10.1456 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 36 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 22 1 0 0 0 0 11 24 2 0 0 0 0 12 27 1 0 0 0 0 13 37 1 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 15 23 2 0 0 0 0 16 20 1 0 0 0 0 17 20 2 0 0 0 0 17 34 1 0 0 0 0 18 21 1 0 0 0 0 18 36 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 1 0 0 0 22 23 1 0 0 0 0 22 28 2 0 0 0 0 23 25 1 0 0 0 0 24 28 1 0 0 0 0 24 34 1 0 0 0 0 25 16 1 6 0 0 0 25 36 1 0 0 0 0 26 14 1 6 0 0 0 26 30 1 0 0 0 0 26 38 1 0 0 0 0 27 33 1 6 0 0 0 27 37 1 0 0 0 0 29 35 2 3 0 0 0 29 39 1 0 0 0 0 30 37 1 0 0 0 0 30 40 2 0 0 0 0 31 32 1 0 0 0 0 31 38 1 0 0 0 0 31 41 2 0 0 0 0 32 1 1 1 0 0 0 32 35 1 0 0 0 0 32 43 1 0 0 0 0 33 38 1 0 0 0 0 33 42 1 6 0 0 0 33 43 1 0 0 0 0 34 54 1 0 0 0 0 39 55 1 0 0 0 0 42 56 1 0 0 0 0 44 45 1 0 0 0 0 44 46 1 0 0 0 0 44 48 1 0 0 0 0 45 47 1 0 0 0 0 45 49 1 0 0 0 0 46 50 2 0 0 0 0 46 51 1 0 0 0 0 47 52 2 0 0 0 0 47 53 1 0 0 0 0 48 57 1 0 0 0 0 49 58 1 0 0 0 0 51 59 1 0 0 0 0 53 60 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	581.26
ALogP	-1.9682
MLogP	3.99
XLogP	4.003
HDA	10
HBD	3
Rotatable Bonds	8
TPSA	121.7
RO5 Violation	0