NPASS drugs

Drug Information

Drug ID:	NPD8458
Drug Name:
Molecular Formula:	C46H56N12O6
Canonical SMILES:	NCCCCC(C(=N)O)N=C(C(N=C(C(Cc1c[nH]c2c1cccc2)N=C(C(N=C(C(Cc1c[nH]c2c1cccc2)N=C(C(Cc1cnc[nH]1)N)O)O)C)O)O)Cc1ccccc1)O
Standard InCHI:	"InChI=1S/C46H56N12O6/c1-27(54-44(62)39(20-29-23-51-35-15-7-5-13-32(29)35)57-43(61)34(48)22-31-25-50-26-53-31)42(60)56-40(21-30-24-52-36-16-8-6-14-33(30)36)46(64)58-38(19-28-11-3-2-4-12-28)45(63)55-37(41(49)59)17-9-10-18-47/h2-8,11-16,23-27,34,37-40,51-52H,9-10,17-22,47-48H2,1H3,(H2,49,59)(H,50,53)(H,54,62)(H,55,63)(H,56,60)(H,57,61)(H,58,64)"
Standard InCHIKey:	WZHKXNSOCOQYQX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8458

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	134502
0.1-0.2	72985
0.2-0.3	3766
0.3-0.4	404
0.4-0.5	67
0.5-0.6	16
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	0.5625	NPC234647
Remote Similarity	0.5575	NPC479572
Remote Similarity	0.5575	NPC479568
Remote Similarity	0.5575	NPC479573
Remote Similarity	0.5575	NPC479566
Remote Similarity	0.5575	NPC479567
Remote Similarity	0.5575	NPC479569
Remote Similarity	0.5575	NPC479571
Remote Similarity	0.5526	NPC479570
Remote Similarity	0.5476	NPC89146
Remote Similarity	0.5341	NPC63751
Remote Similarity	0.53	NPC304804
Remote Similarity	0.528	NPC479128
Remote Similarity	0.5114	NPC282231
Remote Similarity	0.5113	NPC159974
Remote Similarity	0.5109	NPC484347

Drug Structure

NPD8458 OpenBabel08211713022D 78 83 0 0 1 0 0 0 0 0999 V2000 -5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1944 5.4326 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5253 4.6894 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1726 5.2246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9210 -5.5778 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5088 -6.3868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.7762 5.3441 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7543 5.1361 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8343 3.7384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4816 4.2736 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3277 -4.6642 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.5033 -6.2823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1070 4.6009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.4234 5.8793 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1215 2.5794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6010 -2.7996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2046 -2.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 -4.0597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9259 -2.2190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.5840 -3.6972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3138 -1.6407 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.8125 3.5304 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9100 -3.7507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1827 -2.8881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3222 -4.5597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8956 -1.7292 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.9100 -5.3687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1289 4.8088 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0996 2.3715 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -7.2701 -2.0565 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0485 -0.2738 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.8199 5.7599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.9174 -1.5213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9611 -1.1054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7688 3.1146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7395 0.6773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4016 5.6714 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.5647 -0.9860 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4890 6.5030 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.7919 -2.7190 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 -5.0597 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 -11.5895 -3.8017 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.9830 -0.8975 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4597 4.0657 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 -0.4817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.2483 -2.2644 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 1.4204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8417 5.9678 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6666 -2.1759 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6084 -0.5702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6303 -0.3623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7469 2.9067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7614 0.8852 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7106 4.7203 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.0707 6.4145 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.5428 -1.1939 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.2557 -0.0350 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4671 6.2951 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.6701 -5.6475 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -11.0895 -4.6677 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5327 6.9188 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9756 -3.1270 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.2775 0.1729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.3212 0.5888 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4160 3.6499 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4524 1.8362 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 7 2 0 0 0 0 5 13 1 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 28 2 0 0 0 0 12 28 1 0 0 0 0 13 32 2 0 0 0 0 14 33 2 0 0 0 0 15 35 2 0 0 0 0 16 36 2 0 0 0 0 17 37 1 0 0 0 0 18 47 1 0 0 0 0 19 28 1 0 0 0 0 19 38 1 0 0 0 0 20 29 1 0 0 0 0 20 39 1 0 0 0 0 21 30 1 0 0 0 0 21 40 1 0 0 0 0 22 31 1 0 0 0 0 22 34 1 0 0 0 0 23 29 2 0 0 0 0 23 51 1 0 0 0 0 24 30 2 0 0 0 0 24 52 1 0 0 0 0 25 31 2 0 0 0 0 25 50 1 0 0 0 0 26 50 2 0 0 0 0 26 53 1 0 0 0 0 27 42 1 0 0 0 0 27 54 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 31 53 1 0 0 0 0 32 35 1 0 0 0 0 33 36 1 0 0 0 0 34 43 1 0 0 0 0 34 48 1 0 0 0 0 35 51 1 0 0 0 0 36 52 1 0 0 0 0 37 41 1 0 0 0 0 37 55 1 0 0 0 0 38 45 1 0 0 0 0 38 58 1 0 0 0 0 39 44 1 0 0 0 0 39 57 1 0 0 0 0 40 46 1 0 0 0 0 40 56 1 0 0 0 0 41 49 2 0 0 0 0 41 59 1 0 0 0 0 42 56 2 3 0 0 0 42 60 1 0 0 0 0 43 57 2 3 0 0 0 43 61 1 0 0 0 0 44 54 2 3 0 0 0 44 62 1 0 0 0 0 45 55 2 3 0 0 0 45 63 1 0 0 0 0 46 58 2 3 0 0 0 46 64 1 0 0 0 0 47 65 1 0 0 0 0 47 66 1 0 0 0 0 48 67 1 0 0 0 0 48 68 1 0 0 0 0 49 69 1 0 0 0 0 51 70 1 0 0 0 0 52 71 1 0 0 0 0 53 72 1 0 0 0 0 59 73 1 0 0 0 0 60 74 1 0 0 0 0 61 75 1 0 0 0 0 62 76 1 0 0 0 0 63 77 1 0 0 0 0 64 78 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012565
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4345065
ChEBI
CAS Number

Drug Properties

Molecular Weight	872.44
ALogP	-4.5515
MLogP	4.54
XLogP	5.696
HDA	18
HBD	12
Rotatable Bonds	32
TPSA	319.33
RO5 Violation	4