NPASS drugs

Drug Information

Drug ID:	NPD7791
Drug Name:	"Dihydroergotamine (Migraine, Tempo-Inhaled/Oral), Map; Dihydroergotamine"
Molecular Formula:	C33H37N5O5
Canonical SMILES:	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/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/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39)/t21-,23-,25-,26+,27+,32-,33+/m1/s1"
Standard InCHIKey:	LUZRJRNZXALNLM-JGRZULCMSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7791

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	113294
0.1-0.2	94645
0.2-0.3	3622
0.3-0.4	116
0.4-0.5	42
0.5-0.6	11
0.6-0.7	8
0.7-0.8	2
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	0.7358	NPC273359
Intermediate Similarity	0.7358	NPC191382
Remote Similarity	0.6786	NPC557604
Remote Similarity	0.6577	NPC56109
Remote Similarity	0.6577	NPC306412
Remote Similarity	0.6577	NPC203217
Remote Similarity	0.6126	NPC58642
Remote Similarity	0.6126	NPC49336
Remote Similarity	0.6126	NPC249875
Remote Similarity	0.6036	NPC527902
Remote Similarity	0.5431	NPC155444
Remote Similarity	0.5431	NPC224542
Remote Similarity	0.5431	NPC137993
Remote Similarity	0.5378	NPC320236
Remote Similarity	0.5378	NPC571033
Remote Similarity	0.5378	NPC609531
Remote Similarity	0.5333	NPC510017
Remote Similarity	0.5333	NPC511922
Remote Similarity	0.5207	NPC230554
Remote Similarity	0.5207	NPC534269
Remote Similarity	0.5082	NPC116551

Drug Structure

NPD7791 OpenBabel08211712032D 46 53 0 0 1 0 0 0 0 0999 V2000 1.0847 -0.3156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1581 3.5225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1211 5.2545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1643 5.5111 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3773 4.2975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6047 -0.7628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2157 -0.4453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4637 4.8108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6767 3.5972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7894 -0.2921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4198 -0.2921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2373 -0.6000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3709 0.5331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0192 3.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1588 0.6489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7889 2.5321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4196 2.5322 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3431 2.0610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7198 3.8538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6045 2.0615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3433 1.1195 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7893 0.6491 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9740 1.1199 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.4199 0.6496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9738 2.0613 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.2754 2.1966 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7877 0.2827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.6045 1.1199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4855 0.6240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2322 1.9400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4145 1.5483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7697 0.6236 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8309 0.5393 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.2350 1.1203 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6275 1.1191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1583 2.5319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4884 0.9831 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5748 1.4963 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4858 -0.3666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9328 2.6403 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9538 2.3793 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4542 -0.2307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.1874 0.8652 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6280 -0.8621 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0990 -1.1554 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 44 1 0 0 0 0 39 45 1 0 0 0 0 42 46 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009258; DAP000078
DrugBank	DB00320
ChEMBL	CHEMBL1732
IUPHAR/BPS	121
PharmaGKB	PA164743028
KEGG Drug
PubChem CID	10531
ChEBI	4562
CAS Number	511-12-6

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