NPASS drugs

Drug Information

Drug ID:	NPD7271
Drug Name:	Ergoloid mesylate
Molecular Formula:	C29H37N5O5.CH4O3S
Canonical SMILES:	CS(=O)(=O)O.CN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)C(=N[C@@]1(O[C@@]2(N(C1=O)[C@@H](C)C(=O)N1[C@H]2CCC1)O)C(C)C)O
Standard InCHI:	"InChI=1S/C29H37N5O5.CH4O3S/c1-15(2)28(27(37)34-16(3)26(36)33-10-6-9-23(33)29(34,38)39-28)31-25(35)18-11-20-19-7-5-8-21-24(19)17(13-30-21)12-22(20)32(4)14-18;1-5(2,3)4/h5,7-8,13,15-16,18,20,22-23,30,38H,6,9-12,14H2,1-4H3,(H,31,35);1H3,(H,2,3,4)/t16-,18+,20+,22+,23-,28+,29-;/m0./s1"
Standard InCHIKey:	FQHMMOGHDWAXDI-WUQHHHCFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD7271

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	103792
0.1-0.2	104934
0.2-0.3	2880
0.3-0.4	72
0.4-0.5	48
0.5-0.6	8
0.6-0.7	6
0.7-0.8	0
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
Remote Similarity	0.6636	NPC230554
Remote Similarity	0.6261	NPC557604
Remote Similarity	0.6182	NPC155444
Remote Similarity	0.6182	NPC224542
Remote Similarity	0.6182	NPC137993
Remote Similarity	0.6091	NPC527902
Remote Similarity	0.5913	NPC56109
Remote Similarity	0.5913	NPC306412
Remote Similarity	0.5913	NPC203217
Remote Similarity	0.5478	NPC58642
Remote Similarity	0.5478	NPC49336
Remote Similarity	0.5478	NPC249875
Remote Similarity	0.525	NPC273359
Remote Similarity	0.525	NPC191382

Drug Structure

NPD7271 OpenBabel08211711362D 48 53 0 0 1 0 0 0 0 0999 V2000 7.6282 -4.5295 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2560 -5.0749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7037 -0.8609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -0.4929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0768 -4.7810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.9022 -4.4611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8924 -4.3098 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2612 -4.3102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9233 -4.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0572 -3.4821 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -3.3680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8923 -1.4843 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2607 -1.4845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3394 -1.9551 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5996 -4.3323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9603 -1.8183 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0764 -1.9553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3394 -2.8970 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8923 -3.3682 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7079 -2.8970 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2609 -3.3681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7079 -1.9551 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 11.4733 -3.7330 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.0766 -2.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1978 -3.3926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9176 -2.0748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2696 -2.4673 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9145 -3.3926 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 10.5159 -3.4765 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4452 -2.8973 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.0561 -2.8970 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5237 -1.4841 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.1741 -3.0322 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2594 -2.5191 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1978 -4.3837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6184 -1.3740 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.7298 -1.6360 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.1397 -4.2467 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.6847 -4.0163 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -6.1579 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9859 -7.1438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -8.1297 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.9577 -7.1438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9718 -7.1438 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.4929 -3.1526 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.0561 -4.8793 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7845 -5.1720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4929 -6.2900 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 4 32 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 6 10 1 0 0 0 0 7 19 1 0 0 0 0 8 21 2 0 0 0 0 9 23 1 0 0 0 0 10 33 1 0 0 0 0 11 18 1 0 0 0 0 12 17 1 0 0 0 0 13 17 2 0 0 0 0 13 30 1 0 0 0 0 14 18 1 0 0 0 0 14 32 1 0 0 0 0 16 3 1 1 0 0 0 16 26 1 0 0 0 0 16 34 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 6 0 0 0 19 20 1 0 0 0 0 19 24 2 0 0 0 0 20 11 1 6 0 0 0 20 22 1 0 0 0 0 21 24 1 0 0 0 0 21 30 1 0 0 0 0 22 12 1 1 0 0 0 22 32 1 0 0 0 0 23 29 1 1 0 0 0 23 33 1 0 0 0 0 25 31 2 3 0 0 0 25 35 1 0 0 0 0 26 33 1 0 0 0 0 26 36 2 0 0 0 0 27 28 1 0 0 0 0 27 34 1 0 0 0 0 27 37 2 0 0 0 0 28 15 1 6 0 0 0 28 31 1 0 0 0 0 28 39 1 0 0 0 0 29 34 1 0 0 0 0 29 38 1 1 0 0 0 29 39 1 0 0 0 0 30 45 1 0 0 0 0 35 46 1 0 0 0 0 38 47 1 0 0 0 0 40 44 1 0 0 0 0 41 44 1 0 0 0 0 41 48 1 0 0 0 0 42 44 2 0 0 0 0 43 44 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000901
DrugBank	DB01049
ChEMBL
IUPHAR/BPS
PharmaGKB	PA164752439
KEGG Drug	D02268
PubChem CID	0
ChEBI	34706
CAS Number	8067-24-1

Drug Properties

Molecular Weight	535.28
ALogP	-1.9736
MLogP	3.55
XLogP	1.718
HDA	10
HBD	3
Rotatable Bonds	9
TPSA	121.7
RO5 Violation	0