NPASS drugs

Drug Information

Drug ID:	NPD8405
Drug Name:
Molecular Formula:	C44H56N8O7
Canonical SMILES:	NCCCC[C@@H]1N=C(O)[C@H](N=C(O)[C@H](Cc2ccc(cc2)O)N=C(O)[C@@H](N(C(=O)[C@@H](N=C([C@@H](N=C1O)C(C)C)O)Cc1ccccc1)C)C)Cc1c[nH]c2c1cccc2
Standard InCHI:	"InChI=1S/C44H56N8O7/c1-26(2)38-43(58)50-37(23-28-12-6-5-7-13-28)44(59)52(4)27(3)39(54)48-35(22-29-17-19-31(53)20-18-29)41(56)49-36(24-30-25-46-33-15-9-8-14-32(30)33)42(57)47-34(40(55)51-38)16-10-11-21-45/h5-9,12-15,17-20,25-27,34-38,46,53H,10-11,16,21-24,45H2,1-4H3,(H,47,57)(H,48,54)(H,49,56)(H,50,58)(H,51,55)/t27-,34-,35-,36+,37-,38-/m0/s1"
Standard InCHIKey:	NPJIOCBFOAHEDO-AVWFULIKSA-N
Max Developmental Stage:	Pre-clinical
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8405

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	108539
0.1-0.2	96996
0.2-0.3	5129
0.3-0.4	890
0.4-0.5	137
0.5-0.6	41
0.6-0.7	4
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	0.7636	NPC489555
Intermediate Similarity	0.7232	NPC325976
Intermediate Similarity	0.7232	NPC326363
Remote Similarity	0.6695	NPC23251
Remote Similarity	0.6262	NPC31385
Remote Similarity	0.6061	NPC487314
Remote Similarity	0.604	NPC486528
Remote Similarity	0.5856	NPC110602
Remote Similarity	0.5856	NPC479071
Remote Similarity	0.5843	NPC192615
Remote Similarity	0.5826	NPC479076
Remote Similarity	0.5778	NPC484874
Remote Similarity	0.5727	NPC100510
Remote Similarity	0.5688	NPC2504
Remote Similarity	0.5652	NPC108123
Remote Similarity	0.5614	NPC479075
Remote Similarity	0.5607	NPC547259
Remote Similarity	0.5603	NPC183377
Remote Similarity	0.5603	NPC479073
Remote Similarity	0.5556	NPC76782
Remote Similarity	0.5462	NPC75726
Remote Similarity	0.5407	NPC484347
Remote Similarity	0.5357	NPC328649
Remote Similarity	0.5317	NPC484080
Remote Similarity	0.5299	NPC172256
Remote Similarity	0.5283	NPC240008
Remote Similarity	0.5281	NPC63751
Remote Similarity	0.5275	NPC11126
Remote Similarity	0.5268	NPC137013
Remote Similarity	0.5259	NPC479572
Remote Similarity	0.5259	NPC479568
Remote Similarity	0.5259	NPC479573
Remote Similarity	0.5259	NPC479566
Remote Similarity	0.5259	NPC479567
Remote Similarity	0.5259	NPC479569
Remote Similarity	0.5259	NPC479571
Remote Similarity	0.5254	NPC479065
Remote Similarity	0.525	NPC479066
Remote Similarity	0.5221	NPC487116
Remote Similarity	0.5214	NPC479570
Remote Similarity	0.5214	NPC162860
Remote Similarity	0.5172	NPC101446
Remote Similarity	0.5169	NPC203282
Remote Similarity	0.5156	NPC479574
Remote Similarity	0.5109	NPC49954
Remote Similarity	0.5101	NPC550649
Remote Similarity	0.5043	NPC54420
Remote Similarity	0.5034	NPC486513

Drug Structure

NPD8405 OpenBabel08211713022D 68 72 0 0 1 0 0 0 0 0999 V2000 -1.9426 -4.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6510 -4.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5168 1.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9713 0.1713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9335 -0.4337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0793 0.0595 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9335 -1.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.1351 2.4711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7951 1.7381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1104 -3.3926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9646 -3.8857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2252 -0.4337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0793 -1.9131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1704 2.2660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4903 0.8001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1104 -2.4063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0885 3.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9426 4.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2343 3.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0885 5.3057 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9646 -4.8720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7968 3.3331 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5168 -2.4063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1104 1.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0677 -0.0541 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7968 -4.3194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3373 0.9268 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.2252 -1.4200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9426 3.8262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9646 0.9268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2343 4.8125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8656 1.3280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5256 0.5950 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2563 -1.9131 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7968 2.3468 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.2563 0.9268 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3373 -1.9131 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7968 -3.3331 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9713 1.6824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6223 -2.6687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7681 2.1755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5936 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8255 -3.1618 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8187 -5.3652 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0324 -0.2591 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5936 -0.9863 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.8255 2.1755 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6223 1.6824 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9713 -2.6687 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7681 -3.1618 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 0.6199 5.3057 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3373 2.4379 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2563 -3.4242 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1054 3.1023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5649 0.1713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4881 -4.0886 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9713 -1.1576 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8187 -6.3515 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6729 -4.8720 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.4336 -1.1602 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6199 6.2920 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6340 2.2667 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9189 -4.3510 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4715 3.8579 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.1989 -0.5843 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5168 -4.2599 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 26 1 0 0 0 0 4 52 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 15 1 0 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 28 2 0 0 0 0 13 28 1 0 0 0 0 14 32 2 0 0 0 0 15 33 2 0 0 0 0 17 19 1 0 0 0 0 17 29 2 0 0 0 0 18 20 2 0 0 0 0 18 29 1 0 0 0 0 19 31 2 0 0 0 0 20 31 1 0 0 0 0 21 45 1 0 0 0 0 22 29 1 0 0 0 0 23 28 1 0 0 0 0 24 30 1 0 0 0 0 25 30 2 0 0 0 0 25 46 1 0 0 0 0 27 3 1 6 0 0 0 27 39 1 0 0 0 0 27 52 1 0 0 0 0 30 32 1 0 0 0 0 31 53 1 0 0 0 0 32 33 1 0 0 0 0 33 46 1 0 0 0 0 34 16 1 6 0 0 0 34 40 1 0 0 0 0 34 47 1 0 0 0 0 35 22 1 6 0 0 0 35 41 1 0 0 0 0 35 48 1 0 0 0 0 36 24 1 1 0 0 0 36 42 1 0 0 0 0 36 49 1 0 0 0 0 37 23 1 6 0 0 0 37 44 1 0 0 0 0 37 50 1 0 0 0 0 38 26 1 6 0 0 0 38 43 1 0 0 0 0 38 51 1 0 0 0 0 39 48 2 3 0 0 0 39 54 1 0 0 0 0 40 51 2 3 0 0 0 40 55 1 0 0 0 0 41 49 2 3 0 0 0 41 56 1 0 0 0 0 42 47 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 52 1 0 0 0 0 44 59 2 0 0 0 0 45 60 1 0 0 0 0 45 61 1 0 0 0 0 46 62 1 0 0 0 0 53 63 1 0 0 0 0 54 64 1 0 0 0 0 55 65 1 0 0 0 0 56 66 1 0 0 0 0 57 67 1 0 0 0 0 58 68 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004472
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5311430
ChEBI
CAS Number

Drug Properties

Molecular Weight	808.43
ALogP	-3.5547
MLogP	4.65
XLogP	6.136
HDA	14
HBD	8
Rotatable Bonds	22
TPSA	245.3
RO5 Violation	4