NPASS drugs

Drug Information

Drug ID:	NPD7789
Drug Name:	Dihydroergotamine Mesylate
Molecular Formula:	C33H37N5O5.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.CN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=N[C@]1(C)O[C@@]2(N(C1=O)[C@@H](Cc1ccccc1)C(=O)N1[C@H]2CCC1)O)O
Standard InCHI:	"InChI=1S/C33H37N5O5.CH4O3S/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;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23-,25-,26+,27+,32-,33+;/m1./s1"
Standard InCHIKey:	ADYPXRFPBQGGAH-UMYZUSPBSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD7789

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	109574
0.1-0.2	98319
0.2-0.3	3685
0.3-0.4	100
0.4-0.5	42
0.5-0.6	13
0.6-0.7	3
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7232	NPC557604
Intermediate Similarity	0.7027	NPC273359
Intermediate Similarity	0.7027	NPC191382
Remote Similarity	0.6293	NPC56109
Remote Similarity	0.6293	NPC306412
Remote Similarity	0.6293	NPC203217
Remote Similarity	0.5862	NPC58642
Remote Similarity	0.5862	NPC49336
Remote Similarity	0.5862	NPC249875
Remote Similarity	0.5776	NPC527902
Remote Similarity	0.562	NPC230554
Remote Similarity	0.5207	NPC155444
Remote Similarity	0.5207	NPC224542
Remote Similarity	0.5207	NPC137993
Remote Similarity	0.5161	NPC320236
Remote Similarity	0.5161	NPC571033
Remote Similarity	0.5161	NPC609531
Remote Similarity	0.512	NPC510017
Remote Similarity	0.512	NPC511922

Drug Structure

NPD7789 OpenBabel08211712032D 52 58 0 0 1 0 0 0 0 0999 V2000 4.9610 -6.3275 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0383 -2.4846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7500 -0.7505 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7080 -0.4936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4936 -1.7086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4879 -6.7752 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6553 -6.4572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4095 -1.1947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1951 -2.4098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6715 -6.3039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3040 -6.3039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6350 -6.6122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4999 -5.4777 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8545 -2.8540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0389 -5.3617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6711 -3.4763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3038 -3.4761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2222 -3.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1530 -2.1528 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4877 -3.9474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2225 -4.8906 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 9.6715 -5.3615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8551 -4.8902 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.3041 -5.3611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8549 -3.9476 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.5981 -3.8121 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.0851 -5.7283 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.4876 -4.8902 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3636 -5.3867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6401 -4.0691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2900 -4.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6457 -5.3871 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0431 -5.4714 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.1202 -4.8898 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5045 -4.8910 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0385 -3.4764 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3836 -5.0272 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2995 -4.5133 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3638 -6.3785 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9386 -3.3679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8300 -3.6292 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4190 -6.2424 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8750 -6.0114 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9742 -8.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9871 -9.1425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9742 -10.1296 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9613 -9.1425 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9742 -9.1425 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 13.0737 -5.1451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.5050 -6.8746 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7747 -7.1683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4936 -8.2876 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 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 15 1 1 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 49 1 0 0 0 0 39 50 1 0 0 0 0 42 51 1 0 0 0 0 44 48 1 0 0 0 0 45 48 1 0 0 0 0 45 52 1 0 0 0 0 46 48 2 0 0 0 0 47 48 2 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	583.28
ALogP	-2.4841
MLogP	3.99
XLogP	4.328
HDA	10
HBD	3
Rotatable Bonds	8
TPSA	121.7
RO5 Violation	0