NPASS drugs

Drug Information

Drug ID:	NPD8431
Drug Name:	pralmorelin
Molecular Formula:	C45H55N9O6
Canonical SMILES:	NCCCC[C@@H](C(=N)O)N=C([C@H](N=C([C@H](Cc1c[nH]c2c1cccc2)N=C([C@@H](N=C([C@H](N=C([C@H](N)C)O)Cc1ccc2c(c1)cccc2)O)C)O)O)Cc1ccccc1)O
Standard InCHI:	"InChI=1S/C45H55N9O6/c1-27(47)41(56)52-38(24-30-19-20-31-14-6-7-15-32(31)22-30)43(58)50-28(2)42(57)53-39(25-33-26-49-35-17-9-8-16-34(33)35)45(60)54-37(23-29-12-4-3-5-13-29)44(59)51-36(40(48)55)18-10-11-21-46/h3-9,12-17,19-20,22,26-28,36-39,49H,10-11,18,21,23-25,46-47H2,1-2H3,(H2,48,55)(H,50,58)(H,51,59)(H,52,56)(H,53,57)(H,54,60)/t27-,28+,36+,37-,38-,39+/m1/s1"
Standard InCHIKey:	HRNLPPBUBKMZMT-RDRUQFPZSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD8431

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	131069
0.1-0.2	76147
0.2-0.3	3822
0.3-0.4	628
0.4-0.5	59
0.5-0.6	15
0.6-0.7	0
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	0.5981	NPC479570
Remote Similarity	0.5888	NPC479572
Remote Similarity	0.5888	NPC479568
Remote Similarity	0.5888	NPC479573
Remote Similarity	0.5888	NPC479566
Remote Similarity	0.5888	NPC479567
Remote Similarity	0.5888	NPC479569
Remote Similarity	0.5888	NPC479571
Remote Similarity	0.5732	NPC63751
Remote Similarity	0.5638	NPC304804
Remote Similarity	0.5488	NPC282231
Remote Similarity	0.5227	NPC192615
Remote Similarity	0.5203	NPC479574
Remote Similarity	0.52	NPC487314
Remote Similarity	0.5189	NPC177405

Drug Structure

NPD8431 OpenBabel08211713022D 72 76 0 0 1 0 0 0 0 0999 V2000 6.6908 -5.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6908 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1265 -6.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2717 -7.2411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1265 -5.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9647 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1099 0.6550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8144 2.3218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8489 2.5270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7073 -6.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1474 -7.2411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4169 -6.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2717 -5.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.9647 -0.8255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2551 0.1615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1194 1.3831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1885 1.7935 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7073 -5.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2551 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1099 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1474 -8.2281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4003 -1.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5621 -5.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5456 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2717 -1.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6604 -0.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5456 -5.7606 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.8360 -2.7996 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4169 -5.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4003 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.1099 -1.3191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2551 -0.8255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5621 -0.3320 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4590 0.6496 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4935 0.8548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1474 -5.2671 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5621 -4.2801 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.5456 -3.7866 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2717 -2.3061 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.0022 -5.7606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4003 -5.2671 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9812 -2.3061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6908 -4.2801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7073 -3.7866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4169 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0022 -8.7216 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5456 -6.7476 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0022 -6.7476 0.0000 N 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 5.8360 -3.7866 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1474 -4.2801 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4003 -4.2801 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1265 -2.7996 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4169 -3.7866 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8570 -5.2671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.2551 -5.7606 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9812 -1.3191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.6908 -5.2671 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7073 -2.7996 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5621 -2.3061 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0022 -9.7087 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8570 -8.2281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6908 -7.2411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.4003 -7.2411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8570 -7.2411 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9816 -0.1032 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7118 -5.7606 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.1099 -5.2671 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1265 -0.8255 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8360 -5.7606 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1474 -2.3061 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5621 -1.3191 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 7 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 16 1 0 0 0 0 9 17 1 0 0 0 0 10 11 1 0 0 0 0 10 18 1 0 0 0 0 11 21 1 0 0 0 0 12 29 2 0 0 0 0 13 29 1 0 0 0 0 14 31 2 0 0 0 0 15 32 2 0 0 0 0 16 34 2 0 0 0 0 17 35 2 0 0 0 0 19 20 2 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 46 1 0 0 0 0 22 30 2 0 0 0 0 22 32 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 33 1 0 0 0 0 26 33 2 0 0 0 0 26 49 1 0 0 0 0 27 1 1 6 0 0 0 27 41 1 0 0 0 0 27 47 1 0 0 0 0 28 2 1 6 0 0 0 28 42 1 0 0 0 0 28 50 1 0 0 0 0 31 32 1 0 0 0 0 33 34 1 0 0 0 0 34 35 1 0 0 0 0 35 49 1 0 0 0 0 36 18 1 1 0 0 0 36 40 1 0 0 0 0 36 51 1 0 0 0 0 37 23 1 6 0 0 0 37 44 1 0 0 0 0 37 54 1 0 0 0 0 38 24 1 1 0 0 0 38 43 1 0 0 0 0 38 52 1 0 0 0 0 39 25 1 6 0 0 0 39 45 1 0 0 0 0 39 53 1 0 0 0 0 40 48 2 0 0 0 0 40 55 1 0 0 0 0 41 52 2 3 0 0 0 41 56 1 0 0 0 0 42 53 2 3 0 0 0 42 57 1 0 0 0 0 43 50 2 3 0 0 0 43 58 1 0 0 0 0 44 51 2 3 0 0 0 44 59 1 0 0 0 0 45 54 2 3 0 0 0 45 60 1 0 0 0 0 46 61 1 0 0 0 0 46 62 1 0 0 0 0 47 63 1 0 0 0 0 47 64 1 0 0 0 0 48 65 1 0 0 0 0 49 66 1 0 0 0 0 55 67 1 0 0 0 0 56 68 1 0 0 0 0 57 69 1 0 0 0 0 58 70 1 0 0 0 0 59 71 1 0 0 0 0 60 72 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000689
DrugBank
ChEMBL
IUPHAR/BPS	1092
PharmaGKB
KEGG Drug
PubChem CID	6918245
ChEBI
CAS Number

Drug Properties

Molecular Weight	817.43
ALogP	-3.915
MLogP	4.76
XLogP	9.283
HDA	15
HBD	10
Rotatable Bonds	31
TPSA	274.86
RO5 Violation	4