NPASS drugs

Drug Information

Drug ID:	NPD4074
Drug Name:
Molecular Formula:	C20H25N10O12P
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]c(=N)nc2O)O)n1cnc2c1[nH]c(=N)nc2O
Standard InCHI:	"InChI=1S/C20H25N10O12P/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(34)9(32)6(41-17)2-39-43(37,38)42-12-10(33)5(1-31)40-18(12)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1"
Standard InCHIKey:	YYNDAHWXMRBBRC-MHARETSRSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4074

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	140918
0.1-0.2	69769
0.2-0.3	813
0.3-0.4	198
0.4-0.5	21
0.5-0.6	9
0.6-0.7	8
0.7-0.8	4
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	0.7662	NPC14590
Intermediate Similarity	0.7564	NPC177169
Intermediate Similarity	0.7284	NPC64705
Intermediate Similarity	0.7143	NPC211820
Remote Similarity	0.6966	NPC187707
Remote Similarity	0.6413	NPC103057
Remote Similarity	0.64	NPC61198
Remote Similarity	0.64	NPC105915
Remote Similarity	0.6265	NPC89147
Remote Similarity	0.6265	NPC297033
Remote Similarity	0.6265	NPC274384
Remote Similarity	0.6265	NPC28366
Remote Similarity	0.5955	NPC484201
Remote Similarity	0.5955	NPC484198
Remote Similarity	0.5904	NPC11271
Remote Similarity	0.5682	NPC318590
Remote Similarity	0.5495	NPC232408
Remote Similarity	0.5495	NPC317746
Remote Similarity	0.5476	NPC11920
Remote Similarity	0.5287	NPC186619
Remote Similarity	0.5122	NPC262926

Drug Structure

NPD4074 OpenBabel08211704332D 54 59 0 0 1 0 0 0 0 0999 V2000 1.7319 3.4432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9784 0.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9557 -0.7507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8364 2.4487 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.7874 1.4262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5649 -0.5816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.0055 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0933 1.7796 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.8147 -0.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8092 1.6341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1582 0.3319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4565 2.1694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5594 -0.6861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.6636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.1694 3.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7405 1.0364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8603 4.2794 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3283 1.8454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.8919 0.4317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8218 -1.2507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5002 2.5852 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7460 1.1410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1475 3.1204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1472 0.1229 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3092 0.7681 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1637 0.2274 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5409 4.0310 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0934 -0.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1151 1.9875 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2215 -1.1160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4347 1.9615 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9662 -1.5997 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7024 1.9487 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -5.5295 5.0225 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.9215 2.7590 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.5221 2.7931 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3392 2.0545 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.4364 5.0255 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3013 -1.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1939 2.9385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2160 -1.2205 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.1038 2.7046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3784 -2.4087 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 31 1 0 0 0 0 2 39 1 0 0 0 0 3 23 2 0 0 0 0 3 29 1 0 0 0 0 4 24 2 0 0 0 0 4 30 1 0 0 0 0 5 1 1 1 0 0 0 5 10 1 0 0 0 0 5 40 1 0 0 0 0 6 2 1 6 0 0 0 6 9 1 0 0 0 0 6 41 1 0 0 0 0 7 13 2 0 0 0 0 7 15 1 0 0 0 0 7 23 1 0 0 0 0 8 14 2 0 0 0 0 8 16 1 0 0 0 0 8 24 1 0 0 0 0 9 11 1 0 0 0 0 9 32 1 1 0 0 0 10 12 1 0 0 0 0 10 33 1 6 0 0 0 11 17 1 0 0 0 0 11 34 1 1 0 0 0 12 18 1 0 0 0 0 12 42 1 6 0 0 0 13 25 1 0 0 0 0 13 29 1 0 0 0 0 14 26 1 0 0 0 0 14 30 1 0 0 0 0 15 27 2 0 0 0 0 15 35 1 0 0 0 0 16 28 2 0 0 0 0 16 36 1 0 0 0 0 17 29 1 6 0 0 0 17 41 1 0 0 0 0 18 30 1 1 0 0 0 18 40 1 0 0 0 0 19 21 2 0 0 0 0 19 25 1 0 0 0 0 19 27 1 0 0 0 0 20 22 2 0 0 0 0 20 26 1 0 0 0 0 20 28 1 0 0 0 0 21 44 1 0 0 0 0 22 45 1 0 0 0 0 25 46 1 0 0 0 0 26 47 1 0 0 0 0 31 48 1 0 0 0 0 32 49 1 0 0 0 0 33 50 1 0 0 0 0 34 51 1 0 0 0 0 35 52 1 0 0 0 0 36 53 1 0 0 0 0 37 43 1 0 0 0 0 37 54 1 0 0 0 0 38 43 2 0 0 0 0 39 43 1 0 0 0 0 42 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011905
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	449393
ChEBI
CAS Number

Drug Properties

Molecular Weight	628.14
ALogP	-3.7572
MLogP	1.13
XLogP	-4.355
HDA	22
HBD	11
Rotatable Bonds	15
TPSA	337.53
RO5 Violation	2